nicotine degradation II (pyrrolidine pathway)

MetaCyc:PWY-6993

The complete eleven-step native pyrrolidine pathway converts (S)-nicotine to fumarate and succinate, with methylamine, ammonium and formate coproducts. The experimentally characterized enzymes are scoped to Pseudomonas putida S16. Current NicA2 and Pnao reactions use two oxidized CycN carrier molecules per turnover; their older oxygen-based representations are superseded for this physiological role. N-methylmyosmine hydration is spontaneous. The SpmABC step retains a generic electron acceptor: its physiological acceptor is not assigned. The native NADP-dependent aldehyde and succinate-semialdehyde oxidation steps remain in the complete route, but an exact experimentally supported S16 catalyst is not asserted here for either step. NicA2 assembly reports differ, and functional protein edges do not assert an isolated monomer as the catalytic unit. HspB and maleate isomerase retain verified native dimers. CycN reoxidation, transport and metabolism beyond fumarate, succinate and the released coproducts are outside this record.

Pathway type
nicotine degradation
Organism scope

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Pathway network

57 nodes · 99 asserted directed edges

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Pathway network: nicotine degradation II (pyrrolidine pathway) 57 nodes · 99 asserted directed edges. Every arrow links to its evidence table row; nodes link to their component details. Isolated declared components are retained. CHEBI:30780 — consumes → RHEA:13170; Evidence: RHEA:13170consumes RHEA:13170 — produces → CHEBI:29806; Evidence: RHEA:13170produces CHEBI:57706 — consumes → RHEA:13214; Evidence: RHEA:13214consumes CHEBI:58349 — consumes → RHEA:13214; Evidence: RHEA:13214consumes CHEBI:15377 — consumes → RHEA:13214; Evidence: RHEA:13214consumes RHEA:13214 — produces → CHEBI:30031; Evidence: RHEA:13214produces RHEA:13214 — produces → CHEBI:57783; Evidence: RHEA:13214produces RHEA:13214 — produces → CHEBI:15378; Evidence: RHEA:13214produces CHEBI:16146 — consumes → RHEA:27386; Evidence: RHEA:27386consumes CHEBI:15377 — consumes → RHEA:27386; Evidence: RHEA:27386consumes RHEA:27386 — produces → CHEBI:30780; Evidence: RHEA:27386produces RHEA:27386 — produces → CHEBI:28938; Evidence: RHEA:27386produces CHEBI:16364 — consumes → RHEA:27523; Evidence: RHEA:27523consumes CHEBI:15379 — consumes → RHEA:27523; Evidence: RHEA:27523consumes RHEA:27523 — produces → CHEBI:59911; Evidence: RHEA:27523produces RHEA:27523 — produces → CHEBI:15378; Evidence: RHEA:27523produces CHEBI:59911 — consumes → RHEA:30844; Evidence: RHEA:30844consumes CHEBI:15377 — consumes → RHEA:30844; Evidence: RHEA:30844consumes RHEA:30844 — produces → CHEBI:16146; Evidence: RHEA:30844produces RHEA:30844 — produces → CHEBI:15740; Evidence: RHEA:30844produces RHEA:30844 — produces → CHEBI:15378; Evidence: RHEA:30844produces CHEBI:66893 — consumes → RHEA:33928; Evidence: RHEA:33928consumes CHEBI:15379 — consumes → RHEA:33928; Evidence: RHEA:33928consumes CHEBI:57945 — consumes → RHEA:33928; Evidence: RHEA:33928consumes CHEBI:15378 — consumes → RHEA:33928; Evidence: RHEA:33928consumes RHEA:33928 — produces → CHEBI:16364; Evidence: RHEA:33928produces RHEA:33928 — produces → CHEBI:57706; Evidence: RHEA:33928produces RHEA:33928 — produces → CHEBI:15377; Evidence: RHEA:33928produces RHEA:33928 — produces → CHEBI:57540; Evidence: RHEA:33928produces CHEBI:66879 — consumes → RHEA:34216; Evidence: RHEA:34216consumes CHEBI:58349 — consumes → RHEA:34216; Evidence: RHEA:34216consumes CHEBI:15377 — consumes → RHEA:34216; Evidence: RHEA:34216consumes RHEA:34216 — produces → CHEBI:66942; Evidence: RHEA:34216produces RHEA:34216 — produces → CHEBI:57783; Evidence: RHEA:34216produces RHEA:34216 — produces → CHEBI:15378; Evidence: RHEA:34216produces CHEBI:59806 — consumes → RHEA:73656; Evidence: RHEA:73656consumes RHEA-COMP:14399 — consumes → RHEA:73656; Whole generic cytochrome c redox state. Two carrier molecules participate per nicotine or pseudooxynicotine turnover. The S16 realization is CycN; this is not a free iron reactant or a claim about every cytochrome c.; Evidence: RHEA:73656consumes RHEA:73656 — produces → CHEBI:190393; Evidence: RHEA:73656, CHEBI:190393produces RHEA:73656 — produces → RHEA-COMP:10350; Whole generic cytochrome c redox state. Two carrier molecules participate per nicotine or pseudooxynicotine turnover. The S16 realization is CycN; this is not a free iron reactant or a claim about every cytochrome c.; Evidence: RHEA:73656produces RHEA:73656 — produces → CHEBI:15378; Evidence: RHEA:73656produces CHEBI:66878 — consumes → RHEA:75352; Evidence: RHEA:75352consumes CHEBI:15377 — consumes → RHEA:75352; Evidence: RHEA:75352consumes RHEA-COMP:14399 — consumes → RHEA:75352; Whole generic cytochrome c redox state. Two carrier molecules participate per nicotine or pseudooxynicotine turnover. The S16 realization is CycN; this is not a free iron reactant or a claim about every cytochrome c.; Evidence: RHEA:75352consumes RHEA:75352 — produces → CHEBI:66879; Evidence: RHEA:75352produces RHEA:75352 — produces → CHEBI:59338; Evidence: RHEA:75352produces RHEA:75352 — produces → RHEA-COMP:10350; Whole generic cytochrome c redox state. Two carrier molecules participate per nicotine or pseudooxynicotine turnover. The S16 realization is CycN; this is not a free iron reactant or a claim about every cytochrome c.; Evidence: RHEA:75352produces RHEA:75352 — produces → CHEBI:15378; Evidence: RHEA:75352produces CHEBI:190393 — consumes → RHEA:75416; Evidence: RHEA:75416, CHEBI:190393consumes CHEBI:15377 — consumes → RHEA:75416; Evidence: RHEA:75416consumes RHEA:75416 — produces → CHEBI:66878; Evidence: RHEA:75416produces CHEBI:66942 — consumes → MetaCyc:RXN-13082; Evidence: MetaCyc:RXN-13082, MetaCyc:CPD-14094consumes CHEBI:15377 — consumes → MetaCyc:RXN-13082; Evidence: MetaCyc:RXN-13082consumes CHEBI:15339 — consumes → MetaCyc:RXN-13082; Generic acceptor pair from the native reaction. No specific redox partner, oxygen cosubstrate or measured carrier formula is inferred.; Evidence: MetaCyc:RXN-13082, MetaCyc:Acceptorconsumes MetaCyc:RXN-13082 — produces → CHEBI:66893; Evidence: MetaCyc:RXN-13082, MetaCyc:CPD-14096produces MetaCyc:RXN-13082 — produces → CHEBI:17499; Generic acceptor pair from the native reaction. No specific redox partner, oxygen cosubstrate or measured carrier formula is inferred.; Evidence: MetaCyc:RXN-13082, MetaCyc:Donor-H2produces UniProtKB:F8G0P2 — enables → RHEA:73656; Functional assignment; NicA2 is reported as a monomer or homodimer under different solution conditions. This edge does not assert a fixed assembly or oxygen as the physiological electron acceptor.; Evidence: PMID:33432238, UniProtKB:F8G0P2, RHEA:73656enables UniProtKB:F8G0P1 — enables → RHEA:75352; Functional assignment to the protein gene product. The primary study and current UniProt describe a homodimer, but no HZN6 oxidase complex is assigned to this S16 enzyme.; Evidence: PMID:35835223, UniProtKB:F8G0P1, RHEA:75352enables UniProtKB:F8G0M1 — enables → RHEA:27523; S16 primary enzyme assay supports function; the current UniProt entry is unreviewed. This edge does not assert an isolated monomer or transfer the N-9 hexamer to S16.; Evidence: PMID:22530095, UniProtKB:F8G0M1, RHEA:27523enables UniProtKB:F8G0M2 — enables → RHEA:30844; S16 primary assay and native source support function; the unreviewed sequence exactly matches ADN26550.1 in the study deposit GQ857548. Coupled-assay NAD is not assigned to Nfo.; Evidence: PMID:22530095, UniProtKB:F8G0M2, RHEA:30844enables UniProtKB:F8G0M0 — enables → RHEA:27386; S16 primary assay and native source support function; the unreviewed sequence exactly matches ADN26552.1 in GQ857548. Coupled-assay NADPH is not a pathway substrate for Ami.; Evidence: PMID:22530095, UniProtKB:F8G0M0, RHEA:27386enables UniProtKB:F8G0M4 — part_of → MetaCyc:CPLX-8439; Native homodimer membership: 2 identical subunits; does not imply independent subunit catalysis.; Evidence: MetaCyc:CPLX-8439, MetaCyc:MONOMER-17159part of MetaCyc:CPLX-8439 — catalyzes → RHEA:33928; Selected forward pathway flux is represented. HspB source and current Rhea retain the unusual two-NADH equation.; Evidence: MetaCyc:CPLX-8439, RHEA:33928, UniProtKB:F8G0M4catalyzes UniProtKB:F8G0M3 — part_of → MetaCyc:CPLX-8990; Native homodimer membership: 2 identical subunits; does not imply independent subunit catalysis.; Evidence: MetaCyc:CPLX-8990, MetaCyc:MONOMER-19246part of MetaCyc:CPLX-8990 — catalyzes → RHEA:13170; Selected forward pathway flux is represented. Native maleate isomerization is reversible; the primary assay used a thiol reagent, which is not asserted as an endogenous stoichiometric reactant.; Evidence: MetaCyc:CPLX-8990, RHEA:13170, PMID:22530095catalyzes MetaCyc:MONOMER-19251 — part_of → MetaCyc:CPLX-8991; Source-defined three-subunit composition. The 2013 genetic/complementation evidence does not measure a purified native assembly stoichiometry.; Evidence: MetaCyc:CPLX-8991, MetaCyc:MONOMER-19251part of MetaCyc:MONOMER-19252 — part_of → MetaCyc:CPLX-8991; Source-defined three-subunit composition. The 2013 genetic/complementation evidence does not measure a purified native assembly stoichiometry.; Evidence: MetaCyc:CPLX-8991, MetaCyc:MONOMER-19252part of MetaCyc:MONOMER-19253 — part_of → MetaCyc:CPLX-8991; Source-defined three-subunit composition. The 2013 genetic/complementation evidence does not measure a purified native assembly stoichiometry.; Evidence: MetaCyc:CPLX-8991, MetaCyc:MONOMER-19253part of MetaCyc:CPLX-8991 — enables → MetaCyc:RXN-13082; Genetic/complementation assignment, not a claim that a purified SpmABC complex was kinetically characterized or its physiological electron acceptor identified.; Evidence: PMID:24204321, MetaCyc:ENZRXN-23743enables RHEA:73656 — has_input → UniProtKB:A0A0E3ELC2; Concrete S16 protein realization of the generic cytochrome carrier in the chemical equation. This nonstoichiometric role edge adds no further molecule; no stable NicA2-CycN complex or downstream CycN oxidant is asserted.; Evidence: PMID:33432238, UniProtKB:A0A0E3ELC2, DOI:10.2210/pdb7TLX/pdb, NCBIProtein:WP_080563818.1has input RHEA:75352 — has_input → UniProtKB:A0A0E3ELC2; Concrete S16 protein realization of the generic cytochrome carrier in the chemical equation. This nonstoichiometric role edge adds no further molecule; no stable NicA2-CycN complex or downstream CycN oxidant is asserted.; Evidence: PMID:35835223, UniProtKB:A0A0E3ELC2, DOI:10.2210/pdb7TLX/pdb, NCBIProtein:WP_080563818.1has input RHEA:73656 — part_of → MetaCyc:PWY-6993; Native carbon transformation retained; physiological cytochrome-dependent stoichiometry follows the later primary study and current Rhea/UniProt, replacing the older unspecified-acceptor or oxygen/H2O2 representation.; Evidence: MetaCyc:PWY-6993, RHEA:73656part of RHEA:75416 — part_of → MetaCyc:PWY-6993; Spontaneous hydration; no catalyst or molecular-activity category is asserted.; Evidence: MetaCyc:PWY-6993, RHEA:75416, PMID:33432238part of RHEA:75352 — part_of → MetaCyc:PWY-6993; Native carbon transformation retained; physiological cytochrome-dependent stoichiometry follows the later primary study and current Rhea/UniProt, replacing the older unspecified-acceptor or oxygen/H2O2 representation.; Evidence: MetaCyc:PWY-6993, RHEA:75352part of RHEA:34216 — part_of → MetaCyc:PWY-6993; Full native NADP-dependent aldehyde oxidation retained. S16 Sapd expression/deletion data support a role, but direct NADP specificity was characterized for HZN6 Sap. No HZN6 tetramer or guessed S16 accession is imported.; Evidence: MetaCyc:PWY-6993, RHEA:34216, MetaCyc:CPLX-8441, PMID:24204321part of MetaCyc:RXN-13082 — part_of → MetaCyc:PWY-6993; Evidence: MetaCyc:PWY-6993part of RHEA:33928 — part_of → MetaCyc:PWY-6993; Evidence: MetaCyc:PWY-6993, RHEA:33928part of RHEA:27523 — part_of → MetaCyc:PWY-6993; Evidence: MetaCyc:PWY-6993, RHEA:27523part of RHEA:30844 — part_of → MetaCyc:PWY-6993; Evidence: MetaCyc:PWY-6993, RHEA:30844part of RHEA:27386 — part_of → MetaCyc:PWY-6993; Evidence: MetaCyc:PWY-6993, RHEA:27386part of RHEA:13170 — part_of → MetaCyc:PWY-6993; Evidence: MetaCyc:PWY-6993, RHEA:13170part of RHEA:13214 — part_of → MetaCyc:PWY-6993; The native pathway includes this NADP-dependent succinate-semialdehyde branch. Inspected native enzyme frames are from other organisms; an exact S16 catalyst and direct S16 cofactor-specific assay remain unresolved.; Evidence: MetaCyc:PWY-6993, RHEA:13214part of RHEA:73656 — provides_input_for → RHEA:75416; Direct carbon-intermediate transfer via CHEBI:190393. Carrier recycling and shared water/cofactor pools do not generate additional pathway-order edges.; Evidence: MetaCyc:PWY-6993, RHEA:73656, CHEBI:190393, RHEA:75416, CHEBI:190393provides input for RHEA:75416 — provides_input_for → RHEA:75352; Direct carbon-intermediate transfer via CHEBI:66878. Carrier recycling and shared water/cofactor pools do not generate additional pathway-order edges.; Evidence: MetaCyc:PWY-6993, RHEA:75416, RHEA:75352provides input for RHEA:75352 — provides_input_for → RHEA:34216; Direct carbon-intermediate transfer via CHEBI:66879. Carrier recycling and shared water/cofactor pools do not generate additional pathway-order edges.; Evidence: MetaCyc:PWY-6993, RHEA:75352, RHEA:34216provides input for RHEA:34216 — provides_input_for → MetaCyc:RXN-13082; Direct carbon-intermediate transfer via CHEBI:66942. Carrier recycling and shared water/cofactor pools do not generate additional pathway-order edges.; Evidence: MetaCyc:PWY-6993, RHEA:34216, MetaCyc:RXN-13082, MetaCyc:CPD-14094provides input for MetaCyc:RXN-13082 — provides_input_for → RHEA:33928; Direct carbon-intermediate transfer via CHEBI:66893. Carrier recycling and shared water/cofactor pools do not generate additional pathway-order edges.; Evidence: MetaCyc:PWY-6993, MetaCyc:RXN-13082, MetaCyc:CPD-14096, RHEA:33928provides input for RHEA:33928 — provides_input_for → RHEA:27523; Direct carbon-intermediate transfer via CHEBI:16364. Carrier recycling and shared water/cofactor pools do not generate additional pathway-order edges.; Evidence: MetaCyc:PWY-6993, RHEA:33928, RHEA:27523provides input for RHEA:27523 — provides_input_for → RHEA:30844; Direct carbon-intermediate transfer via CHEBI:59911. Carrier recycling and shared water/cofactor pools do not generate additional pathway-order edges.; Evidence: MetaCyc:PWY-6993, RHEA:27523, RHEA:30844provides input for RHEA:30844 — provides_input_for → RHEA:27386; Direct carbon-intermediate transfer via CHEBI:16146. Carrier recycling and shared water/cofactor pools do not generate additional pathway-order edges.; Evidence: MetaCyc:PWY-6993, RHEA:30844, RHEA:27386provides input for RHEA:27386 — provides_input_for → RHEA:13170; Direct carbon-intermediate transfer via CHEBI:30780. Carrier recycling and shared water/cofactor pools do not generate additional pathway-order edges.; Evidence: MetaCyc:PWY-6993, RHEA:27386, RHEA:13170provides input for RHEA:33928 — provides_input_for → RHEA:13214; Direct carbon-intermediate transfer via CHEBI:57706. Carrier recycling and shared water/cofactor pools do not generate additional pathway-order edges.; Evidence: MetaCyc:PWY-6993, RHEA:33928, RHEA:13214provides input for UniProtKB:F8G0P2 — has_cofactor → CHEBI:57692; FAD prosthetic cofactor; does not add free FAD/FADH2 turnover to the pathway equation. HspB FAD assignment retains ECO:0000305; NicA2 and Pnao retain their experimental annotations.; Evidence: UniProtKB:F8G0P2has cofactor UniProtKB:F8G0P1 — has_cofactor → CHEBI:57692; FAD prosthetic cofactor; does not add free FAD/FADH2 turnover to the pathway equation. HspB FAD assignment retains ECO:0000305; NicA2 and Pnao retain their experimental annotations.; Evidence: UniProtKB:F8G0P1has cofactor UniProtKB:F8G0M4 — has_cofactor → CHEBI:57692; FAD prosthetic cofactor; does not add free FAD/FADH2 turnover to the pathway equation. HspB FAD assignment retains ECO:0000305; NicA2 and Pnao retain their experimental annotations.; Evidence: UniProtKB:F8G0M4has cofactor UniProtKB:F8G0M1 — has_cofactor → CHEBI:29033; Ferrous-iron activity requirement from the primary assay; physiological metal occupancy and a structural binding site were not measured here.; Evidence: PMID:22530095has cofactor MetaCyc:CPLX-8991 — has_cofactor → MetaCyc:CPD0-1882; Proposed Mo-MCD association, not a purified cofactor determination. The native chemical identity is preserved because its formula/charge differs from its current ChEBI cross-reference; no oxidation-state equivalence is asserted.; Evidence: MetaCyc:ENZRXN-23743, PMID:24204321has cofactor UniProtKB:F8G0P2 — located_in → GO:0042597; Predicted native localization, not direct S16 fractionation or exclusive localization. Recombinant periplasmic expression of CycN does not by itself establish native localization.; Evidence: PMID:35835223located in UniProtKB:F8G0P1 — located_in → GO:0042597; Predicted native localization, not direct S16 fractionation or exclusive localization. Recombinant periplasmic expression of CycN does not by itself establish native localization.; Evidence: PMID:35835223located in UniProtKB:A0A0E3ELC2 — located_in → GO:0042597; Predicted native localization, not direct S16 fractionation or exclusive localization. Recombinant periplasmic expression of CycN does not by itself establish native localization.; Evidence: PMID:35835223located in maleate(2-); CHEBI:30780; Declared type: small_molecule small molecule maleate(2-) fumarate(2-); CHEBI:29806; Declared type: small_molecule small molecule fumarate(2-) 4-oxobutanoate; CHEBI:57706; Declared type: small_molecule small molecule 4-oxobutanoate NADP(3-); CHEBI:58349; Declared type: small_molecule small molecule NADP(3-) water; CHEBI:15377; Declared type: small_molecule small molecule water succinate(2-); CHEBI:30031; Declared type: small_molecule small molecule succinate(2-) NADPH(4-); CHEBI:57783; Declared type: small_molecule small molecule NADPH(4-) hydron; CHEBI:15378; Declared type: small_molecule small molecule hydron maleamate; CHEBI:16146; Declared type: small_molecule small molecule maleamate ammonium; CHEBI:28938; Declared type: small_molecule small molecule ammonium pyridine-2,5-diol; CHEBI:16364; Declared type: small_molecule small molecule pyridine-2,5-diol dioxygen; CHEBI:15379; Declared type: small_molecule small molecule dioxygen N-formylmaleamate; CHEBI:59911; Declared type: small_molecule small molecule N-formylmaleamate formate; CHEBI:15740; Declared type: small_molecule small molecule formate 4-(6-hydroxypyridin-3-yl)-4-oxobutyrate; CHEBI:66893; Declared type: small_molecule small molecule 4-(6-hydroxypyridin-3-yl)-4- oxobutyrate NADH(2-); CHEBI:57945; Declared type: small_molecule small molecule NADH(2-) NAD(1-); CHEBI:57540; Declared type: small_molecule small molecule NAD(1-) 4-oxo-4-(pyridin-3-yl)butanal; CHEBI:66879; Declared type: small_molecule small molecule 4-oxo-4-(pyridin-3- yl)butanal 4-oxo-4-(pyridin-3-yl)butanoate; CHEBI:66942; Declared type: small_molecule small molecule 4-oxo-4-(pyridin-3- yl)butanoate (S)-nicotinium(1+); CHEBI:59806; Declared type: small_molecule small molecule (S)-nicotinium(1+) Fe(III)-[cytochrome c]; RHEA-COMP:14399; Declared type: protein protein Fe(III)-[cytochrome c] N-methylmyosmine; CHEBI:190393; Declared type: small_molecule small molecule N-methylmyosmine Fe(II)-[cytochrome c]; RHEA-COMP:10350; Declared type: protein protein Fe(II)-[cytochrome c] pseudooxynicotinium(1+); CHEBI:66878; Declared type: small_molecule small molecule pseudooxynicotinium(1+) methylammonium; CHEBI:59338; Declared type: small_molecule small molecule methylammonium acceptor; CHEBI:15339; Declared type: small_molecule small molecule acceptor hydrogen donor; CHEBI:17499; Declared type: small_molecule small molecule hydrogen donor Nicotine dehydrogenase; UniProtKB:F8G0P2; Declared type: protein protein Nicotine dehydrogenase Pseudooxynicotine dehydrogenase; UniProtKB:F8G0P1; Declared type: protein protein Pseudooxynicotine dehydrogenase 6-hydroxy-3-succinoylpyridine 3-monooxygenase HspB; UniProtKB:F8G0M4; Declared type: protein protein 6-hydroxy-3- succinoylpyridine 3-monooxygenase HspB Maleate isomerase; UniProtKB:F8G0M3; Declared type: protein protein Maleate isomerase N-formylmaleamate deformylase; UniProtKB:F8G0M2; Declared type: protein protein N-formylmaleamate deformylase 2,5-DHP dioxygenase; UniProtKB:F8G0M1; Declared type: protein protein 2,5-DHP dioxygenase Maleamate amidase; UniProtKB:F8G0M0; Declared type: protein protein Maleamate amidase C-type cytochrome; UniProtKB:A0A0E3ELC2; Declared type: protein protein C-type cytochrome 6-hydroxy-3-succinoyl-pyridine hydroxylase; MetaCyc:CPLX-8439; Declared type: complex complex 6-hydroxy-3-succinoyl- pyridine hydroxylase maleate isomerase; MetaCyc:CPLX-8990; Declared type: complex complex maleate isomerase 3-succinoylpyridine monooxygenase complex; MetaCyc:CPLX-8991; Declared type: complex complex 3-succinoylpyridine monooxygenase complex 3-succinoylpyridine monooxygenase oxygenase subunit; MetaCyc:MONOMER-19251; Declared type: protein protein 3-succinoylpyridine monooxygenase oxygenase subunit 3-succinoylpyridine monooxygenase ferredoxin dehydrogenase subunit; MetaCyc:MONOMER-19252; Declared type: protein protein 3-succinoylpyridine monooxygenase ferredoxin dehydrogenase subunit 3-succinoylpyridine monooxygenase ferredoxin subunit; MetaCyc:MONOMER-19253; Declared type: protein protein 3-succinoylpyridine monooxygenase ferredoxin subunit FAD(3-); CHEBI:57692; Declared type: cofactor cofactor FAD(3-) iron(2+); CHEBI:29033; Declared type: cofactor cofactor iron(2+) cytidylyl molybdenum cofactor; MetaCyc:CPD0-1882; Declared type: cofactor cofactor cytidylyl molybdenum cofactor periplasmic space; GO:0042597; Declared type: cellular_component cellular component periplasmic space (S)-nicotine + 2 Fe(III)-[cytochrome c] => N-methylmyosmine + 2 Fe(II)-[cytochrome c] + 2 H(+); RHEA:73656; Declared type: molecular_activity; Source reaction direction: left_to_right molecular activity (S)-nicotine + 2 Fe(III)-[cytochrome c] => N-methylmyosmine + 2 Fe(II)-[cytochrome c] + 2 H(+) N-methylmyosmine + H2O => pseudooxynicotine; RHEA:75416; Declared type: reaction/activity; Source reaction direction: left_to_right reaction / activity N-methylmyosmine + H2O => pseudooxynicotine pseudooxynicotine + 2 Fe(III)-[cytochrome c] + H2O => 4-oxo-4-(pyridin-3-yl)butanal + methylamine + 2 Fe(II)-[cytochrome c] + 2 H(+); RHEA:75352; Declared type: molecular_activity; Source reaction direction: left_to_right molecular activity pseudooxynicotine + 2 Fe(III)-[cytochrome c] + H2O => 4-oxo-4-(pyridin-3- yl)butanal + methylamine + 2 Fe(II)-[cytochrome c] + 2 H(+) 4-oxo-4-(pyridin-3-yl)butanal + NADP(+) + H2O => 4-oxo-4-(pyridin-3-yl)butanoate + NADPH + 2 H(+); RHEA:34216; Declared type: molecular_activity; Source reaction direction: left_to_right molecular activity 4-oxo-4-(pyridin-3- yl)butanal + NADP(+) + H2O => 4-oxo-4-(pyridin-3- yl)butanoate + NADPH + 2 H(+) 3-succinoylpyridine hydroxylation; MetaCyc:RXN-13082; Declared type: molecular_activity; Source reaction direction: left_to_right molecular activity 3-succinoylpyridine hydroxylation 4-(6-hydroxypyridin-3-yl)-4-oxobutanoate + 2 NADH + O2 + 2 H(+) => 2,5-dihydroxypyridine + succinate semialdehyde + 2 NAD(+) + H2O; RHEA:33928; Declared type: molecular_activity; Source reaction direction: left_to_right molecular activity 4-(6-hydroxypyridin-3-yl)-4- oxobutanoate + 2 NADH + O2 + 2 H(+) => 2,5-dihydroxypyridine + succinate semialdehyde + 2 NAD(+) + H2O 2,5-dihydroxypyridine + O2 => N-formylmaleamate + H(+); RHEA:27523; Declared type: molecular_activity; Source reaction direction: left_to_right molecular activity 2,5-dihydroxypyridine + O2 => N-formylmaleamate + H(+) N-formylmaleamate + H2O => maleamate + formate + H(+); RHEA:30844; Declared type: molecular_activity; Source reaction direction: left_to_right molecular activity N-formylmaleamate + H2O => maleamate + formate + H(+) maleamate + H2O => maleate + NH4(+); RHEA:27386; Declared type: molecular_activity; Source reaction direction: left_to_right molecular activity maleamate + H2O => maleate + NH4(+) maleate => fumarate; RHEA:13170; Declared type: molecular_activity; Source reaction direction: left_to_right molecular activity maleate => fumarate succinate semialdehyde + NADP(+) + H2O => succinate + NADPH + 2 H(+); RHEA:13214; Declared type: molecular_activity; Source reaction direction: left_to_right molecular activity succinate semialdehyde + NADP(+) + H2O => succinate + NADPH + 2 H(+) nicotine degradation II (pyrrolidine pathway); MetaCyc:PWY-6993; Declared type: pathway pathway nicotine degradation II (pyrrolidine pathway)

Components and activities

Declared biological components and source reaction directions
NodeKind or roleSource direction
Pseudomonas putida S16
NCBITaxon:1042876		taxon
maleate(2-)
CHEBI:30780		small molecule
fumarate(2-)
CHEBI:29806		small molecule
4-oxobutanoate
CHEBI:57706		small molecule
NADP(3-)
CHEBI:58349		small molecule
water
CHEBI:15377		small molecule
succinate(2-)
CHEBI:30031		small molecule
NADPH(4-)
CHEBI:57783		small molecule
hydron
CHEBI:15378		small molecule
maleamate
CHEBI:16146		small molecule
ammonium
CHEBI:28938		small molecule
pyridine-2,5-diol
CHEBI:16364		small molecule
dioxygen
CHEBI:15379		small molecule
N-formylmaleamate
CHEBI:59911		small molecule
formate
CHEBI:15740		small molecule
4-(6-hydroxypyridin-3-yl)-4-oxobutyrate
CHEBI:66893		small molecule
NADH(2-)
CHEBI:57945		small molecule
NAD(1-)
CHEBI:57540		small molecule
4-oxo-4-(pyridin-3-yl)butanal
CHEBI:66879		small molecule
4-oxo-4-(pyridin-3-yl)butanoate
CHEBI:66942		small molecule
(S)-nicotinium(1+)
CHEBI:59806		small molecule
Fe(III)-[cytochrome c]
RHEA-COMP:14399		protein
N-methylmyosmine
CHEBI:190393		small molecule
Fe(II)-[cytochrome c]
RHEA-COMP:10350		protein
pseudooxynicotinium(1+)
CHEBI:66878		small molecule
methylammonium
CHEBI:59338		small molecule
acceptor
CHEBI:15339		small molecule
hydrogen donor
CHEBI:17499		small molecule
Nicotine dehydrogenase
UniProtKB:F8G0P2		protein
Pseudooxynicotine dehydrogenase
UniProtKB:F8G0P1		protein
6-hydroxy-3-succinoylpyridine 3-monooxygenase HspB
UniProtKB:F8G0M4		protein
Maleate isomerase
UniProtKB:F8G0M3		protein
N-formylmaleamate deformylase
UniProtKB:F8G0M2		protein
2,5-DHP dioxygenase
UniProtKB:F8G0M1		protein
Maleamate amidase
UniProtKB:F8G0M0		protein
C-type cytochrome
UniProtKB:A0A0E3ELC2		protein
6-hydroxy-3-succinoyl-pyridine hydroxylase
MetaCyc:CPLX-8439		complex
maleate isomerase
MetaCyc:CPLX-8990		complex
3-succinoylpyridine monooxygenase complex
MetaCyc:CPLX-8991		complex
3-succinoylpyridine monooxygenase oxygenase subunit
MetaCyc:MONOMER-19251		protein
3-succinoylpyridine monooxygenase ferredoxin dehydrogenase subunit
MetaCyc:MONOMER-19252		protein
3-succinoylpyridine monooxygenase ferredoxin subunit
MetaCyc:MONOMER-19253		protein
FAD(3-)
CHEBI:57692		cofactor
iron(2+)
CHEBI:29033		cofactor
cytidylyl molybdenum cofactor
MetaCyc:CPD0-1882		cofactor
periplasmic space
GO:0042597		cellular component
(S)-nicotine + 2 Fe(III)-[cytochrome c] => N-methylmyosmine + 2 Fe(II)-[cytochrome c] + 2 H(+)
RHEA:73656		molecular activityleft to right
N-methylmyosmine + H2O => pseudooxynicotine
RHEA:75416		reactionleft to right
pseudooxynicotine + 2 Fe(III)-[cytochrome c] + H2O => 4-oxo-4-(pyridin-3-yl)butanal + methylamine + 2 Fe(II)-[cytochrome c] + 2 H(+)
RHEA:75352		molecular activityleft to right
4-oxo-4-(pyridin-3-yl)butanal + NADP(+) + H2O => 4-oxo-4-(pyridin-3-yl)butanoate + NADPH + 2 H(+)
RHEA:34216		molecular activityleft to right
3-succinoylpyridine hydroxylation
MetaCyc:RXN-13082		molecular activityleft to right
4-(6-hydroxypyridin-3-yl)-4-oxobutanoate + 2 NADH + O2 + 2 H(+) => 2,5-dihydroxypyridine + succinate semialdehyde + 2 NAD(+) + H2O
RHEA:33928		molecular activityleft to right
2,5-dihydroxypyridine + O2 => N-formylmaleamate + H(+)
RHEA:27523		molecular activityleft to right
N-formylmaleamate + H2O => maleamate + formate + H(+)
RHEA:30844		molecular activityleft to right
maleamate + H2O => maleate + NH4(+)
RHEA:27386		molecular activityleft to right
maleate => fumarate
RHEA:13170		molecular activityleft to right
succinate semialdehyde + NADP(+) + H2O => succinate + NADPH + 2 H(+)
RHEA:13214		molecular activityleft to right

Mechanistic edges

Mechanistic edges and their cited evidence
SubjectPredicate and descriptionObjectEvidence
maleate(2-)
CHEBI:30780		consumes

maleate => fumarate
RHEA:13170
  • RHEA:13170

    Source assertion: RHEA:13170 substrates contain CHEBI:30780 with coefficient 1. Whole cytochrome states are retained when the participant is generic protein.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/13170']/rh:substrates; rdf:Description[@rdf:about='http://rdf.rhea-db.org/13169_L']/rh:contains1[@rdf:resource='http://rdf.rhea-db.org/Participant_13169_compound_2303']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Participant_13169_compound_2303']/rh:compound; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Compound_2303']/rh:accession
maleate => fumarate
RHEA:13170		produces

fumarate(2-)
CHEBI:29806
  • RHEA:13170

    Source assertion: RHEA:13170 products contain CHEBI:29806 with coefficient 1. Whole cytochrome states are retained when the participant is generic protein.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/13170']/rh:products; rdf:Description[@rdf:about='http://rdf.rhea-db.org/13169_R']/rh:contains1[@rdf:resource='http://rdf.rhea-db.org/Participant_13169_compound_3031']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Participant_13169_compound_3031']/rh:compound; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Compound_3031']/rh:accession
4-oxobutanoate
CHEBI:57706		consumes

succinate semialdehyde + NADP(+) + H2O => succinate + NADPH + 2 H(+)
RHEA:13214
  • RHEA:13214

    Source assertion: RHEA:13214 substrates contain CHEBI:57706 with coefficient 1. Whole cytochrome states are retained when the participant is generic protein.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/13214']/rh:substrates; rdf:Description[@rdf:about='http://rdf.rhea-db.org/13213_L']/rh:contains1[@rdf:resource='http://rdf.rhea-db.org/Participant_13213_compound_4279']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Participant_13213_compound_4279']/rh:compound; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Compound_4279']/rh:accession
NADP(3-)
CHEBI:58349		consumes

succinate semialdehyde + NADP(+) + H2O => succinate + NADPH + 2 H(+)
RHEA:13214
  • RHEA:13214

    Source assertion: RHEA:13214 substrates contain CHEBI:58349 with coefficient 1. Whole cytochrome states are retained when the participant is generic protein.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/13214']/rh:substrates; rdf:Description[@rdf:about='http://rdf.rhea-db.org/13213_L']/rh:contains1[@rdf:resource='http://rdf.rhea-db.org/Participant_13213_compound_5188']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Participant_13213_compound_5188']/rh:compound; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Compound_5188']/rh:accession
water
CHEBI:15377		consumes

succinate semialdehyde + NADP(+) + H2O => succinate + NADPH + 2 H(+)
RHEA:13214
  • RHEA:13214

    Source assertion: RHEA:13214 substrates contain CHEBI:15377 with coefficient 1. Whole cytochrome states are retained when the participant is generic protein.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/13214']/rh:substrates; rdf:Description[@rdf:about='http://rdf.rhea-db.org/13213_L']/rh:contains1[@rdf:resource='http://rdf.rhea-db.org/Participant_13213_compound_1283']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Participant_13213_compound_1283']/rh:compound; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Compound_1283']/rh:accession
succinate semialdehyde + NADP(+) + H2O => succinate + NADPH + 2 H(+)
RHEA:13214		produces

succinate(2-)
CHEBI:30031
  • RHEA:13214

    Source assertion: RHEA:13214 products contain CHEBI:30031 with coefficient 1. Whole cytochrome states are retained when the participant is generic protein.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/13214']/rh:products; rdf:Description[@rdf:about='http://rdf.rhea-db.org/13213_R']/rh:contains1[@rdf:resource='http://rdf.rhea-db.org/Participant_13213_compound_2501']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Participant_13213_compound_2501']/rh:compound; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Compound_2501']/rh:accession
succinate semialdehyde + NADP(+) + H2O => succinate + NADPH + 2 H(+)
RHEA:13214		produces

NADPH(4-)
CHEBI:57783
  • RHEA:13214

    Source assertion: RHEA:13214 products contain CHEBI:57783 with coefficient 1. Whole cytochrome states are retained when the participant is generic protein.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/13214']/rh:products; rdf:Description[@rdf:about='http://rdf.rhea-db.org/13213_R']/rh:contains1[@rdf:resource='http://rdf.rhea-db.org/Participant_13213_compound_3438']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Participant_13213_compound_3438']/rh:compound; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Compound_3438']/rh:accession
succinate semialdehyde + NADP(+) + H2O => succinate + NADPH + 2 H(+)
RHEA:13214		produces

hydron
CHEBI:15378
  • RHEA:13214

    Source assertion: RHEA:13214 products contain CHEBI:15378 with coefficient 2. Whole cytochrome states are retained when the participant is generic protein.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/13214']/rh:products; rdf:Description[@rdf:about='http://rdf.rhea-db.org/13213_R']/rh:contains2[@rdf:resource='http://rdf.rhea-db.org/Participant_13213_compound_3249']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Participant_13213_compound_3249']/rh:compound; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Compound_3249']/rh:accession
maleamate
CHEBI:16146		consumes

maleamate + H2O => maleate + NH4(+)
RHEA:27386
  • RHEA:27386

    Source assertion: RHEA:27386 substrates contain CHEBI:16146 with coefficient 1. Whole cytochrome states are retained when the participant is generic protein.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/27386']/rh:substrates; rdf:Description[@rdf:about='http://rdf.rhea-db.org/27385_L']/rh:contains1[@rdf:resource='http://rdf.rhea-db.org/Participant_27385_compound_3670']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Participant_27385_compound_3670']/rh:compound; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Compound_3670']/rh:accession
water
CHEBI:15377		consumes

maleamate + H2O => maleate + NH4(+)
RHEA:27386
  • RHEA:27386

    Source assertion: RHEA:27386 substrates contain CHEBI:15377 with coefficient 1. Whole cytochrome states are retained when the participant is generic protein.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/27386']/rh:substrates; rdf:Description[@rdf:about='http://rdf.rhea-db.org/27385_L']/rh:contains1[@rdf:resource='http://rdf.rhea-db.org/Participant_27385_compound_1283']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Participant_27385_compound_1283']/rh:compound; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Compound_1283']/rh:accession
maleamate + H2O => maleate + NH4(+)
RHEA:27386		produces

maleate(2-)
CHEBI:30780
  • RHEA:27386

    Source assertion: RHEA:27386 products contain CHEBI:30780 with coefficient 1. Whole cytochrome states are retained when the participant is generic protein.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/27386']/rh:products; rdf:Description[@rdf:about='http://rdf.rhea-db.org/27385_R']/rh:contains1[@rdf:resource='http://rdf.rhea-db.org/Participant_27385_compound_2303']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Participant_27385_compound_2303']/rh:compound; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Compound_2303']/rh:accession
maleamate + H2O => maleate + NH4(+)
RHEA:27386		produces

ammonium
CHEBI:28938
  • RHEA:27386

    Source assertion: RHEA:27386 products contain CHEBI:28938 with coefficient 1. Whole cytochrome states are retained when the participant is generic protein.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/27386']/rh:products; rdf:Description[@rdf:about='http://rdf.rhea-db.org/27385_R']/rh:contains1[@rdf:resource='http://rdf.rhea-db.org/Participant_27385_compound_1012']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Participant_27385_compound_1012']/rh:compound; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Compound_1012']/rh:accession
pyridine-2,5-diol
CHEBI:16364		consumes

2,5-dihydroxypyridine + O2 => N-formylmaleamate + H(+)
RHEA:27523
  • RHEA:27523

    Source assertion: RHEA:27523 substrates contain CHEBI:16364 with coefficient 1. Whole cytochrome states are retained when the participant is generic protein.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/27523']/rh:substrates; rdf:Description[@rdf:about='http://rdf.rhea-db.org/27522_L']/rh:contains1[@rdf:resource='http://rdf.rhea-db.org/Participant_27522_compound_3377']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Participant_27522_compound_3377']/rh:compound; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Compound_3377']/rh:accession
dioxygen
CHEBI:15379		consumes

2,5-dihydroxypyridine + O2 => N-formylmaleamate + H(+)
RHEA:27523
  • RHEA:27523

    Source assertion: RHEA:27523 substrates contain CHEBI:15379 with coefficient 1. Whole cytochrome states are retained when the participant is generic protein.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/27523']/rh:substrates; rdf:Description[@rdf:about='http://rdf.rhea-db.org/27522_L']/rh:contains1[@rdf:resource='http://rdf.rhea-db.org/Participant_27522_compound_1198']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Participant_27522_compound_1198']/rh:compound; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Compound_1198']/rh:accession
2,5-dihydroxypyridine + O2 => N-formylmaleamate + H(+)
RHEA:27523		produces

N-formylmaleamate
CHEBI:59911
  • RHEA:27523

    Source assertion: RHEA:27523 products contain CHEBI:59911 with coefficient 1. Whole cytochrome states are retained when the participant is generic protein.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/27523']/rh:products; rdf:Description[@rdf:about='http://rdf.rhea-db.org/27522_R']/rh:contains1[@rdf:resource='http://rdf.rhea-db.org/Participant_27522_compound_6228']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Participant_27522_compound_6228']/rh:compound; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Compound_6228']/rh:accession
2,5-dihydroxypyridine + O2 => N-formylmaleamate + H(+)
RHEA:27523		produces

hydron
CHEBI:15378
  • RHEA:27523

    Source assertion: RHEA:27523 products contain CHEBI:15378 with coefficient 1. Whole cytochrome states are retained when the participant is generic protein.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/27523']/rh:products; rdf:Description[@rdf:about='http://rdf.rhea-db.org/27522_R']/rh:contains1[@rdf:resource='http://rdf.rhea-db.org/Participant_27522_compound_3249']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Participant_27522_compound_3249']/rh:compound; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Compound_3249']/rh:accession
N-formylmaleamate
CHEBI:59911		consumes

N-formylmaleamate + H2O => maleamate + formate + H(+)
RHEA:30844
  • RHEA:30844

    Source assertion: RHEA:30844 substrates contain CHEBI:59911 with coefficient 1. Whole cytochrome states are retained when the participant is generic protein.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/30844']/rh:substrates; rdf:Description[@rdf:about='http://rdf.rhea-db.org/30843_L']/rh:contains1[@rdf:resource='http://rdf.rhea-db.org/Participant_30843_compound_6228']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Participant_30843_compound_6228']/rh:compound; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Compound_6228']/rh:accession
water
CHEBI:15377		consumes

N-formylmaleamate + H2O => maleamate + formate + H(+)
RHEA:30844
  • RHEA:30844

    Source assertion: RHEA:30844 substrates contain CHEBI:15377 with coefficient 1. Whole cytochrome states are retained when the participant is generic protein.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/30844']/rh:substrates; rdf:Description[@rdf:about='http://rdf.rhea-db.org/30843_L']/rh:contains1[@rdf:resource='http://rdf.rhea-db.org/Participant_30843_compound_1283']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Participant_30843_compound_1283']/rh:compound; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Compound_1283']/rh:accession
N-formylmaleamate + H2O => maleamate + formate + H(+)
RHEA:30844		produces

maleamate
CHEBI:16146
  • RHEA:30844

    Source assertion: RHEA:30844 products contain CHEBI:16146 with coefficient 1. Whole cytochrome states are retained when the participant is generic protein.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/30844']/rh:products; rdf:Description[@rdf:about='http://rdf.rhea-db.org/30843_R']/rh:contains1[@rdf:resource='http://rdf.rhea-db.org/Participant_30843_compound_3670']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Participant_30843_compound_3670']/rh:compound; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Compound_3670']/rh:accession
N-formylmaleamate + H2O => maleamate + formate + H(+)
RHEA:30844		produces

formate
CHEBI:15740
  • RHEA:30844

    Source assertion: RHEA:30844 products contain CHEBI:15740 with coefficient 1. Whole cytochrome states are retained when the participant is generic protein.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/30844']/rh:products; rdf:Description[@rdf:about='http://rdf.rhea-db.org/30843_R']/rh:contains1[@rdf:resource='http://rdf.rhea-db.org/Participant_30843_compound_3001']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Participant_30843_compound_3001']/rh:compound; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Compound_3001']/rh:accession
N-formylmaleamate + H2O => maleamate + formate + H(+)
RHEA:30844		produces

hydron
CHEBI:15378
  • RHEA:30844

    Source assertion: RHEA:30844 products contain CHEBI:15378 with coefficient 1. Whole cytochrome states are retained when the participant is generic protein.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/30844']/rh:products; rdf:Description[@rdf:about='http://rdf.rhea-db.org/30843_R']/rh:contains1[@rdf:resource='http://rdf.rhea-db.org/Participant_30843_compound_3249']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Participant_30843_compound_3249']/rh:compound; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Compound_3249']/rh:accession
4-(6-hydroxypyridin-3-yl)-4-oxobutyrate
CHEBI:66893		consumes

4-(6-hydroxypyridin-3-yl)-4-oxobutanoate + 2 NADH + O2 + 2 H(+) => 2,5-dihydroxypyridine + succinate semialdehyde + 2 NAD(+) + H2O
RHEA:33928
  • RHEA:33928

    Source assertion: RHEA:33928 substrates contain CHEBI:66893 with coefficient 1. Whole cytochrome states are retained when the participant is generic protein.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/33928']/rh:substrates; rdf:Description[@rdf:about='http://rdf.rhea-db.org/33927_L']/rh:contains1[@rdf:resource='http://rdf.rhea-db.org/Participant_33927_compound_7386']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Participant_33927_compound_7386']/rh:compound; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Compound_7386']/rh:accession
dioxygen
CHEBI:15379		consumes

4-(6-hydroxypyridin-3-yl)-4-oxobutanoate + 2 NADH + O2 + 2 H(+) => 2,5-dihydroxypyridine + succinate semialdehyde + 2 NAD(+) + H2O
RHEA:33928
  • RHEA:33928

    Source assertion: RHEA:33928 substrates contain CHEBI:15379 with coefficient 1. Whole cytochrome states are retained when the participant is generic protein.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/33928']/rh:substrates; rdf:Description[@rdf:about='http://rdf.rhea-db.org/33927_L']/rh:contains1[@rdf:resource='http://rdf.rhea-db.org/Participant_33927_compound_1198']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Participant_33927_compound_1198']/rh:compound; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Compound_1198']/rh:accession
NADH(2-)
CHEBI:57945		consumes

4-(6-hydroxypyridin-3-yl)-4-oxobutanoate + 2 NADH + O2 + 2 H(+) => 2,5-dihydroxypyridine + succinate semialdehyde + 2 NAD(+) + H2O
RHEA:33928
  • RHEA:33928

    Source assertion: RHEA:33928 substrates contain CHEBI:57945 with coefficient 2. Whole cytochrome states are retained when the participant is generic protein.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/33928']/rh:substrates; rdf:Description[@rdf:about='http://rdf.rhea-db.org/33927_L']/rh:contains2[@rdf:resource='http://rdf.rhea-db.org/Participant_33927_compound_1650']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Participant_33927_compound_1650']/rh:compound; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Compound_1650']/rh:accession
hydron
CHEBI:15378		consumes

4-(6-hydroxypyridin-3-yl)-4-oxobutanoate + 2 NADH + O2 + 2 H(+) => 2,5-dihydroxypyridine + succinate semialdehyde + 2 NAD(+) + H2O
RHEA:33928
  • RHEA:33928

    Source assertion: RHEA:33928 substrates contain CHEBI:15378 with coefficient 2. Whole cytochrome states are retained when the participant is generic protein.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/33928']/rh:substrates; rdf:Description[@rdf:about='http://rdf.rhea-db.org/33927_L']/rh:contains2[@rdf:resource='http://rdf.rhea-db.org/Participant_33927_compound_3249']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Participant_33927_compound_3249']/rh:compound; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Compound_3249']/rh:accession
4-(6-hydroxypyridin-3-yl)-4-oxobutanoate + 2 NADH + O2 + 2 H(+) => 2,5-dihydroxypyridine + succinate semialdehyde + 2 NAD(+) + H2O
RHEA:33928		produces

pyridine-2,5-diol
CHEBI:16364
  • RHEA:33928

    Source assertion: RHEA:33928 products contain CHEBI:16364 with coefficient 1. Whole cytochrome states are retained when the participant is generic protein.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/33928']/rh:products; rdf:Description[@rdf:about='http://rdf.rhea-db.org/33927_R']/rh:contains1[@rdf:resource='http://rdf.rhea-db.org/Participant_33927_compound_3377']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Participant_33927_compound_3377']/rh:compound; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Compound_3377']/rh:accession
4-(6-hydroxypyridin-3-yl)-4-oxobutanoate + 2 NADH + O2 + 2 H(+) => 2,5-dihydroxypyridine + succinate semialdehyde + 2 NAD(+) + H2O
RHEA:33928		produces

4-oxobutanoate
CHEBI:57706
  • RHEA:33928

    Source assertion: RHEA:33928 products contain CHEBI:57706 with coefficient 1. Whole cytochrome states are retained when the participant is generic protein.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/33928']/rh:products; rdf:Description[@rdf:about='http://rdf.rhea-db.org/33927_R']/rh:contains1[@rdf:resource='http://rdf.rhea-db.org/Participant_33927_compound_4279']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Participant_33927_compound_4279']/rh:compound; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Compound_4279']/rh:accession
4-(6-hydroxypyridin-3-yl)-4-oxobutanoate + 2 NADH + O2 + 2 H(+) => 2,5-dihydroxypyridine + succinate semialdehyde + 2 NAD(+) + H2O
RHEA:33928		produces

water
CHEBI:15377
  • RHEA:33928

    Source assertion: RHEA:33928 products contain CHEBI:15377 with coefficient 1. Whole cytochrome states are retained when the participant is generic protein.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/33928']/rh:products; rdf:Description[@rdf:about='http://rdf.rhea-db.org/33927_R']/rh:contains1[@rdf:resource='http://rdf.rhea-db.org/Participant_33927_compound_1283']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Participant_33927_compound_1283']/rh:compound; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Compound_1283']/rh:accession
4-(6-hydroxypyridin-3-yl)-4-oxobutanoate + 2 NADH + O2 + 2 H(+) => 2,5-dihydroxypyridine + succinate semialdehyde + 2 NAD(+) + H2O
RHEA:33928		produces

NAD(1-)
CHEBI:57540
  • RHEA:33928

    Source assertion: RHEA:33928 products contain CHEBI:57540 with coefficient 2. Whole cytochrome states are retained when the participant is generic protein.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/33928']/rh:products; rdf:Description[@rdf:about='http://rdf.rhea-db.org/33927_R']/rh:contains2[@rdf:resource='http://rdf.rhea-db.org/Participant_33927_compound_3484']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Participant_33927_compound_3484']/rh:compound; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Compound_3484']/rh:accession
4-oxo-4-(pyridin-3-yl)butanal
CHEBI:66879		consumes

4-oxo-4-(pyridin-3-yl)butanal + NADP(+) + H2O => 4-oxo-4-(pyridin-3-yl)butanoate + NADPH + 2 H(+)
RHEA:34216
  • RHEA:34216

    Source assertion: RHEA:34216 substrates contain CHEBI:66879 with coefficient 1. Whole cytochrome states are retained when the participant is generic protein.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/34216']/rh:substrates; rdf:Description[@rdf:about='http://rdf.rhea-db.org/34215_L']/rh:contains1[@rdf:resource='http://rdf.rhea-db.org/Participant_34215_compound_7379']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Participant_34215_compound_7379']/rh:compound; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Compound_7379']/rh:accession
NADP(3-)
CHEBI:58349		consumes

4-oxo-4-(pyridin-3-yl)butanal + NADP(+) + H2O => 4-oxo-4-(pyridin-3-yl)butanoate + NADPH + 2 H(+)
RHEA:34216
  • RHEA:34216

    Source assertion: RHEA:34216 substrates contain CHEBI:58349 with coefficient 1. Whole cytochrome states are retained when the participant is generic protein.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/34216']/rh:substrates; rdf:Description[@rdf:about='http://rdf.rhea-db.org/34215_L']/rh:contains1[@rdf:resource='http://rdf.rhea-db.org/Participant_34215_compound_5188']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Participant_34215_compound_5188']/rh:compound; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Compound_5188']/rh:accession
water
CHEBI:15377		consumes

4-oxo-4-(pyridin-3-yl)butanal + NADP(+) + H2O => 4-oxo-4-(pyridin-3-yl)butanoate + NADPH + 2 H(+)
RHEA:34216
  • RHEA:34216

    Source assertion: RHEA:34216 substrates contain CHEBI:15377 with coefficient 1. Whole cytochrome states are retained when the participant is generic protein.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/34216']/rh:substrates; rdf:Description[@rdf:about='http://rdf.rhea-db.org/34215_L']/rh:contains1[@rdf:resource='http://rdf.rhea-db.org/Participant_34215_compound_1283']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Participant_34215_compound_1283']/rh:compound; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Compound_1283']/rh:accession
4-oxo-4-(pyridin-3-yl)butanal + NADP(+) + H2O => 4-oxo-4-(pyridin-3-yl)butanoate + NADPH + 2 H(+)
RHEA:34216		produces

4-oxo-4-(pyridin-3-yl)butanoate
CHEBI:66942
  • RHEA:34216

    Source assertion: RHEA:34216 products contain CHEBI:66942 with coefficient 1. Whole cytochrome states are retained when the participant is generic protein.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/34216']/rh:products; rdf:Description[@rdf:about='http://rdf.rhea-db.org/34215_R']/rh:contains1[@rdf:resource='http://rdf.rhea-db.org/Participant_34215_compound_7458']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Participant_34215_compound_7458']/rh:compound; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Compound_7458']/rh:accession
4-oxo-4-(pyridin-3-yl)butanal + NADP(+) + H2O => 4-oxo-4-(pyridin-3-yl)butanoate + NADPH + 2 H(+)
RHEA:34216		produces

NADPH(4-)
CHEBI:57783
  • RHEA:34216

    Source assertion: RHEA:34216 products contain CHEBI:57783 with coefficient 1. Whole cytochrome states are retained when the participant is generic protein.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/34216']/rh:products; rdf:Description[@rdf:about='http://rdf.rhea-db.org/34215_R']/rh:contains1[@rdf:resource='http://rdf.rhea-db.org/Participant_34215_compound_3438']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Participant_34215_compound_3438']/rh:compound; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Compound_3438']/rh:accession
4-oxo-4-(pyridin-3-yl)butanal + NADP(+) + H2O => 4-oxo-4-(pyridin-3-yl)butanoate + NADPH + 2 H(+)
RHEA:34216		produces

hydron
CHEBI:15378
  • RHEA:34216

    Source assertion: RHEA:34216 products contain CHEBI:15378 with coefficient 2. Whole cytochrome states are retained when the participant is generic protein.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/34216']/rh:products; rdf:Description[@rdf:about='http://rdf.rhea-db.org/34215_R']/rh:contains2[@rdf:resource='http://rdf.rhea-db.org/Participant_34215_compound_3249']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Participant_34215_compound_3249']/rh:compound; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Compound_3249']/rh:accession
(S)-nicotinium(1+)
CHEBI:59806		consumes

(S)-nicotine + 2 Fe(III)-[cytochrome c] => N-methylmyosmine + 2 Fe(II)-[cytochrome c] + 2 H(+)
RHEA:73656
  • RHEA:73656

    Source assertion: RHEA:73656 substrates contain CHEBI:59806 with coefficient 1. Whole cytochrome states are retained when the participant is generic protein.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/73656']/rh:substrates; rdf:Description[@rdf:about='http://rdf.rhea-db.org/73655_L']/rh:contains1[@rdf:resource='http://rdf.rhea-db.org/Participant_73655_compound_1764']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Participant_73655_compound_1764']/rh:compound; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Compound_1764']/rh:accession
Fe(III)-[cytochrome c]
RHEA-COMP:14399		consumes

Whole generic cytochrome c redox state. Two carrier molecules participate per nicotine or pseudooxynicotine turnover. The S16 realization is CycN; this is not a free iron reactant or a claim about every cytochrome c.

(S)-nicotine + 2 Fe(III)-[cytochrome c] => N-methylmyosmine + 2 Fe(II)-[cytochrome c] + 2 H(+)
RHEA:73656
  • RHEA:73656

    Source assertion: RHEA:73656 substrates contain RHEA-COMP:14399 with coefficient 2. Whole cytochrome states are retained when the participant is generic protein.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/73656']/rh:substrates; rdf:Description[@rdf:about='http://rdf.rhea-db.org/73655_L']/rh:contains2[@rdf:resource='http://rdf.rhea-db.org/Participant_73655_compound_14399']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Participant_73655_compound_14399']/rh:compound; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Compound_14399']/rh:accession
(S)-nicotine + 2 Fe(III)-[cytochrome c] => N-methylmyosmine + 2 Fe(II)-[cytochrome c] + 2 H(+)
RHEA:73656		produces

N-methylmyosmine
CHEBI:190393
  • RHEA:73656

    Source assertion: RHEA:73656 products contain CHEBI:193521 with coefficient 1. Whole cytochrome states are retained when the participant is generic protein.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/73656']/rh:products; rdf:Description[@rdf:about='http://rdf.rhea-db.org/73655_R']/rh:contains1[@rdf:resource='http://rdf.rhea-db.org/Participant_73655_compound_18516']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Participant_73655_compound_18516']/rh:compound; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Compound_18516']/rh:accession
  • CHEBI:190393

    Source assertion: ChEBI193521 is deprecated and explicitly replaced by CHEBI190393;190393 retains193521 as an alternative ID and has the same C10H13N2 formula and +1 charge.

    Source locationstatements[subject=CHEBI:193521,predicate=IAO:0100001,object=CHEBI:190393]; statements[subject=CHEBI:190393,predicate=oio:hasAlternativeId,value=CHEBI:193521]; chemrof formula/charge
(S)-nicotine + 2 Fe(III)-[cytochrome c] => N-methylmyosmine + 2 Fe(II)-[cytochrome c] + 2 H(+)
RHEA:73656		produces

Whole generic cytochrome c redox state. Two carrier molecules participate per nicotine or pseudooxynicotine turnover. The S16 realization is CycN; this is not a free iron reactant or a claim about every cytochrome c.

Fe(II)-[cytochrome c]
RHEA-COMP:10350
  • RHEA:73656

    Source assertion: RHEA:73656 products contain RHEA-COMP:10350 with coefficient 2. Whole cytochrome states are retained when the participant is generic protein.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/73656']/rh:products; rdf:Description[@rdf:about='http://rdf.rhea-db.org/73655_R']/rh:contains2[@rdf:resource='http://rdf.rhea-db.org/Participant_73655_compound_10350']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Participant_73655_compound_10350']/rh:compound; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Compound_10350']/rh:accession
(S)-nicotine + 2 Fe(III)-[cytochrome c] => N-methylmyosmine + 2 Fe(II)-[cytochrome c] + 2 H(+)
RHEA:73656		produces

hydron
CHEBI:15378
  • RHEA:73656

    Source assertion: RHEA:73656 products contain CHEBI:15378 with coefficient 2. Whole cytochrome states are retained when the participant is generic protein.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/73656']/rh:products; rdf:Description[@rdf:about='http://rdf.rhea-db.org/73655_R']/rh:contains2[@rdf:resource='http://rdf.rhea-db.org/Participant_73655_compound_3249']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Participant_73655_compound_3249']/rh:compound; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Compound_3249']/rh:accession
pseudooxynicotinium(1+)
CHEBI:66878		consumes

pseudooxynicotine + 2 Fe(III)-[cytochrome c] + H2O => 4-oxo-4-(pyridin-3-yl)butanal + methylamine + 2 Fe(II)-[cytochrome c] + 2 H(+)
RHEA:75352
  • RHEA:75352

    Source assertion: RHEA:75352 substrates contain CHEBI:66878 with coefficient 1. Whole cytochrome states are retained when the participant is generic protein.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/75352']/rh:substrates; rdf:Description[@rdf:about='http://rdf.rhea-db.org/75351_L']/rh:contains1[@rdf:resource='http://rdf.rhea-db.org/Participant_75351_compound_7380']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Participant_75351_compound_7380']/rh:compound; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Compound_7380']/rh:accession
water
CHEBI:15377		consumes

pseudooxynicotine + 2 Fe(III)-[cytochrome c] + H2O => 4-oxo-4-(pyridin-3-yl)butanal + methylamine + 2 Fe(II)-[cytochrome c] + 2 H(+)
RHEA:75352
  • RHEA:75352

    Source assertion: RHEA:75352 substrates contain CHEBI:15377 with coefficient 1. Whole cytochrome states are retained when the participant is generic protein.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/75352']/rh:substrates; rdf:Description[@rdf:about='http://rdf.rhea-db.org/75351_L']/rh:contains1[@rdf:resource='http://rdf.rhea-db.org/Participant_75351_compound_1283']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Participant_75351_compound_1283']/rh:compound; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Compound_1283']/rh:accession
Fe(III)-[cytochrome c]
RHEA-COMP:14399		consumes

Whole generic cytochrome c redox state. Two carrier molecules participate per nicotine or pseudooxynicotine turnover. The S16 realization is CycN; this is not a free iron reactant or a claim about every cytochrome c.

pseudooxynicotine + 2 Fe(III)-[cytochrome c] + H2O => 4-oxo-4-(pyridin-3-yl)butanal + methylamine + 2 Fe(II)-[cytochrome c] + 2 H(+)
RHEA:75352
  • RHEA:75352

    Source assertion: RHEA:75352 substrates contain RHEA-COMP:14399 with coefficient 2. Whole cytochrome states are retained when the participant is generic protein.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/75352']/rh:substrates; rdf:Description[@rdf:about='http://rdf.rhea-db.org/75351_L']/rh:contains2[@rdf:resource='http://rdf.rhea-db.org/Participant_75351_compound_14399']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Participant_75351_compound_14399']/rh:compound; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Compound_14399']/rh:accession
pseudooxynicotine + 2 Fe(III)-[cytochrome c] + H2O => 4-oxo-4-(pyridin-3-yl)butanal + methylamine + 2 Fe(II)-[cytochrome c] + 2 H(+)
RHEA:75352		produces

4-oxo-4-(pyridin-3-yl)butanal
CHEBI:66879
  • RHEA:75352

    Source assertion: RHEA:75352 products contain CHEBI:66879 with coefficient 1. Whole cytochrome states are retained when the participant is generic protein.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/75352']/rh:products; rdf:Description[@rdf:about='http://rdf.rhea-db.org/75351_R']/rh:contains1[@rdf:resource='http://rdf.rhea-db.org/Participant_75351_compound_7379']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Participant_75351_compound_7379']/rh:compound; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Compound_7379']/rh:accession
pseudooxynicotine + 2 Fe(III)-[cytochrome c] + H2O => 4-oxo-4-(pyridin-3-yl)butanal + methylamine + 2 Fe(II)-[cytochrome c] + 2 H(+)
RHEA:75352		produces

methylammonium
CHEBI:59338
  • RHEA:75352

    Source assertion: RHEA:75352 products contain CHEBI:59338 with coefficient 1. Whole cytochrome states are retained when the participant is generic protein.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/75352']/rh:products; rdf:Description[@rdf:about='http://rdf.rhea-db.org/75351_R']/rh:contains1[@rdf:resource='http://rdf.rhea-db.org/Participant_75351_compound_4446']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Participant_75351_compound_4446']/rh:compound; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Compound_4446']/rh:accession
pseudooxynicotine + 2 Fe(III)-[cytochrome c] + H2O => 4-oxo-4-(pyridin-3-yl)butanal + methylamine + 2 Fe(II)-[cytochrome c] + 2 H(+)
RHEA:75352		produces

Whole generic cytochrome c redox state. Two carrier molecules participate per nicotine or pseudooxynicotine turnover. The S16 realization is CycN; this is not a free iron reactant or a claim about every cytochrome c.

Fe(II)-[cytochrome c]
RHEA-COMP:10350
  • RHEA:75352

    Source assertion: RHEA:75352 products contain RHEA-COMP:10350 with coefficient 2. Whole cytochrome states are retained when the participant is generic protein.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/75352']/rh:products; rdf:Description[@rdf:about='http://rdf.rhea-db.org/75351_R']/rh:contains2[@rdf:resource='http://rdf.rhea-db.org/Participant_75351_compound_10350']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Participant_75351_compound_10350']/rh:compound; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Compound_10350']/rh:accession
pseudooxynicotine + 2 Fe(III)-[cytochrome c] + H2O => 4-oxo-4-(pyridin-3-yl)butanal + methylamine + 2 Fe(II)-[cytochrome c] + 2 H(+)
RHEA:75352		produces

hydron
CHEBI:15378
  • RHEA:75352

    Source assertion: RHEA:75352 products contain CHEBI:15378 with coefficient 2. Whole cytochrome states are retained when the participant is generic protein.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/75352']/rh:products; rdf:Description[@rdf:about='http://rdf.rhea-db.org/75351_R']/rh:contains2[@rdf:resource='http://rdf.rhea-db.org/Participant_75351_compound_3249']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Participant_75351_compound_3249']/rh:compound; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Compound_3249']/rh:accession
N-methylmyosmine
CHEBI:190393		consumes

N-methylmyosmine + H2O => pseudooxynicotine
RHEA:75416
  • RHEA:75416

    Source assertion: RHEA:75416 substrates contain CHEBI:193521 with coefficient 1. Whole cytochrome states are retained when the participant is generic protein.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/75416']/rh:substrates; rdf:Description[@rdf:about='http://rdf.rhea-db.org/75415_L']/rh:contains1[@rdf:resource='http://rdf.rhea-db.org/Participant_75415_compound_18516']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Participant_75415_compound_18516']/rh:compound; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Compound_18516']/rh:accession
  • CHEBI:190393

    Source assertion: ChEBI193521 is deprecated and explicitly replaced by CHEBI190393;190393 retains193521 as an alternative ID and has the same C10H13N2 formula and +1 charge.

    Source locationstatements[subject=CHEBI:193521,predicate=IAO:0100001,object=CHEBI:190393]; statements[subject=CHEBI:190393,predicate=oio:hasAlternativeId,value=CHEBI:193521]; chemrof formula/charge
water
CHEBI:15377		consumes

N-methylmyosmine + H2O => pseudooxynicotine
RHEA:75416
  • RHEA:75416

    Source assertion: RHEA:75416 substrates contain CHEBI:15377 with coefficient 1. Whole cytochrome states are retained when the participant is generic protein.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/75416']/rh:substrates; rdf:Description[@rdf:about='http://rdf.rhea-db.org/75415_L']/rh:contains1[@rdf:resource='http://rdf.rhea-db.org/Participant_75415_compound_1283']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Participant_75415_compound_1283']/rh:compound; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Compound_1283']/rh:accession
N-methylmyosmine + H2O => pseudooxynicotine
RHEA:75416		produces

pseudooxynicotinium(1+)
CHEBI:66878
  • RHEA:75416

    Source assertion: RHEA:75416 products contain CHEBI:66878 with coefficient 1. Whole cytochrome states are retained when the participant is generic protein.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/75416']/rh:products; rdf:Description[@rdf:about='http://rdf.rhea-db.org/75415_R']/rh:contains1[@rdf:resource='http://rdf.rhea-db.org/Participant_75415_compound_7380']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Participant_75415_compound_7380']/rh:compound; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Compound_7380']/rh:accession
4-oxo-4-(pyridin-3-yl)butanoate
CHEBI:66942		consumes

3-succinoylpyridine hydroxylation
MetaCyc:RXN-13082
  • MetaCyc:RXN-13082

    Source assertion: Native left participant CPD-14094 has coefficient 1 in Spm hydroxylation.

    Source locationReaction[@frameid='RXN-13082']/left/Compound[@frameid='CPD-14094']; ../coefficient (omitted coefficient denotes one)
  • MetaCyc:CPD-14094

    Source assertion: The native compound cross-reference is CHEBI:66942; its displayed role is retained without assigning a physiological Spm electron-acceptor species.

    Source locationCompound[@frameid='CPD-14094']/dblink[dblink-db='CHEBI']/dblink-oid; common-name
water
CHEBI:15377		consumes

3-succinoylpyridine hydroxylation
MetaCyc:RXN-13082
  • MetaCyc:RXN-13082

    Source assertion: Native left participant WATER has coefficient 1 in Spm hydroxylation.

    Source locationReaction[@frameid='RXN-13082']/left/Compound[@frameid='WATER']; ../coefficient (omitted coefficient denotes one)
acceptor
CHEBI:15339		consumes

Generic acceptor pair from the native reaction. No specific redox partner, oxygen cosubstrate or measured carrier formula is inferred.

3-succinoylpyridine hydroxylation
MetaCyc:RXN-13082
  • MetaCyc:RXN-13082

    Source assertion: Native left participant Acceptor has coefficient 1 in Spm hydroxylation.

    Source locationReaction[@frameid='RXN-13082']/left/Compound[@frameid='Acceptor']; ../coefficient (omitted coefficient denotes one)
  • MetaCyc:Acceptor

    Source assertion: The native compound cross-reference is CHEBI:15339; its displayed role is retained without assigning a physiological Spm electron-acceptor species.

    Source locationCompound[@frameid='Acceptor']/dblink[dblink-db='CHEBI']/dblink-oid; common-name
3-succinoylpyridine hydroxylation
MetaCyc:RXN-13082		produces

4-(6-hydroxypyridin-3-yl)-4-oxobutyrate
CHEBI:66893
  • MetaCyc:RXN-13082

    Source assertion: Native right participant CPD-14096 has coefficient 1 in Spm hydroxylation.

    Source locationReaction[@frameid='RXN-13082']/right/Compound[@frameid='CPD-14096']; ../coefficient (omitted coefficient denotes one)
  • MetaCyc:CPD-14096

    Source assertion: The native compound cross-reference is CHEBI:66893; its displayed role is retained without assigning a physiological Spm electron-acceptor species.

    Source locationCompound[@frameid='CPD-14096']/dblink[dblink-db='CHEBI']/dblink-oid; common-name
3-succinoylpyridine hydroxylation
MetaCyc:RXN-13082		produces

Generic acceptor pair from the native reaction. No specific redox partner, oxygen cosubstrate or measured carrier formula is inferred.

hydrogen donor
CHEBI:17499
  • MetaCyc:RXN-13082

    Source assertion: Native right participant Donor-H2 has coefficient 1 in Spm hydroxylation.

    Source locationReaction[@frameid='RXN-13082']/right/Compound[@frameid='Donor-H2']; ../coefficient (omitted coefficient denotes one)
  • MetaCyc:Donor-H2

    Source assertion: The native compound cross-reference is CHEBI:17499; its displayed role is retained without assigning a physiological Spm electron-acceptor species.

    Source locationCompound[@frameid='Donor-H2']/dblink[dblink-db='CHEBI']/dblink-oid; common-name
Nicotine dehydrogenase
UniProtKB:F8G0P2		enables

Functional assignment; NicA2 is reported as a monomer or homodimer under different solution conditions. This edge does not assert a fixed assembly or oxygen as the physiological electron acceptor.

(S)-nicotine + 2 Fe(III)-[cytochrome c] => N-methylmyosmine + 2 Fe(II)-[cytochrome c] + 2 H(+)
RHEA:73656
  • PMID:33432238

    Source assertion: Purified NicA2 transfers the two electrons from nicotine to two CycN molecules; S16 cycN deletion and complementation support the physiological partner.

    Source locationPMC7904663 Results P12-P20; Fig.2-5; Methods P27
  • UniProtKB:F8G0P2

    Source assertion: The current accession supplies this exact protein sequence and organism identity; reviewed status and source-specific annotations remain separate from the primary assay.

    Source location/primaryAccession; /entryType; /organism; /sequence; /uniProtKBCrossReferences
  • RHEA:73656

    Source assertion: Rhea master 73655 explicitly has directed member 73656; the forward chemical equation and sides define this selected reaction.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/73655']/rh:directionalReaction[@rdf:resource='http://rdf.rhea-db.org/73656']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/73656']/rh:equation; rh:substrates; rh:products
Pseudooxynicotine dehydrogenase
UniProtKB:F8G0P1		enables

Functional assignment to the protein gene product. The primary study and current UniProt describe a homodimer, but no HZN6 oxidase complex is assigned to this S16 enzyme.

pseudooxynicotine + 2 Fe(III)-[cytochrome c] + H2O => 4-oxo-4-(pyridin-3-yl)butanal + methylamine + 2 Fe(II)-[cytochrome c] + 2 H(+)
RHEA:75352
  • PMID:35835223

    Source assertion: Pnao transfers electrons from pseudooxynicotine to CycN; S16 cycN deletion impairs growth on pseudooxynicotine and complementation restores it.

    Source locationPMC9396064 Results p0045-p0050; Fig.5-6; Discussion p0110
  • UniProtKB:F8G0P1

    Source assertion: The current accession supplies this exact protein sequence and organism identity; reviewed status and source-specific annotations remain separate from the primary assay.

    Source location/primaryAccession; /entryType; /organism; /sequence; /uniProtKBCrossReferences
  • RHEA:75352

    Source assertion: Rhea master 75351 explicitly has directed member 75352; the forward chemical equation and sides define this selected reaction.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/75351']/rh:directionalReaction[@rdf:resource='http://rdf.rhea-db.org/75352']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/75352']/rh:equation; rh:substrates; rh:products
2,5-DHP dioxygenase
UniProtKB:F8G0M1		enables

S16 primary enzyme assay supports function; the current UniProt entry is unreviewed. This edge does not assert an isolated monomer or transfer the N-9 hexamer to S16.

2,5-dihydroxypyridine + O2 => N-formylmaleamate + H(+)
RHEA:27523
  • PMID:22530095

    Source assertion: Purified S16 Hpo converts 2,5-dihydroxypyridine to N-formylmaleamate; Fe2+ increases activity and the product was identified by LC-MS.

    Source locationPMC3332521 Results: Hpo; Fig.2 and Supplementary Fig.3; body paragraph ordinal5
  • UniProtKB:F8G0M1

    Source assertion: The current accession supplies this exact protein sequence and organism identity; reviewed status and source-specific annotations remain separate from the primary assay.

    Source location/primaryAccession; /entryType; /organism; /sequence; /uniProtKBCrossReferences
  • RHEA:27523

    Source assertion: Rhea master 27522 explicitly has directed member 27523; the forward chemical equation and sides define this selected reaction.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/27522']/rh:directionalReaction[@rdf:resource='http://rdf.rhea-db.org/27523']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/27523']/rh:equation; rh:substrates; rh:products
N-formylmaleamate deformylase
UniProtKB:F8G0M2		enables

S16 primary assay and native source support function; the unreviewed sequence exactly matches ADN26550.1 in the study deposit GQ857548. Coupled-assay NAD is not assigned to Nfo.

N-formylmaleamate + H2O => maleamate + formate + H(+)
RHEA:30844
  • PMID:22530095

    Source assertion: Purified S16 Nfo releases formate from N-formylmaleamate in a coupled assay; the pathway yields maleamate.

    Source locationPMC3332521 Results: Nfo, Ami, and Iso; Fig.3A-B; Discussion; body paragraphs7,17
  • UniProtKB:F8G0M2

    Source assertion: The current accession supplies this exact protein sequence and organism identity; reviewed status and source-specific annotations remain separate from the primary assay.

    Source location/primaryAccession; /entryType; /organism; /sequence; /uniProtKBCrossReferences
  • RHEA:30844

    Source assertion: Rhea master 30843 explicitly has directed member 30844; the forward chemical equation and sides define this selected reaction.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/30843']/rh:directionalReaction[@rdf:resource='http://rdf.rhea-db.org/30844']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/30844']/rh:equation; rh:substrates; rh:products
Maleamate amidase
UniProtKB:F8G0M0		enables

S16 primary assay and native source support function; the unreviewed sequence exactly matches ADN26552.1 in GQ857548. Coupled-assay NADPH is not a pathway substrate for Ami.

maleamate + H2O => maleate + NH4(+)
RHEA:27386
  • PMID:22530095

    Source assertion: Purified S16 Ami transforms maleamate to maleate and releases ammonium, measured by a coupled glutamate-dehydrogenase assay.

    Source locationPMC3332521 Results: Nfo, Ami, and Iso; Fig.3A,C; body paragraphs7-8
  • UniProtKB:F8G0M0

    Source assertion: The current accession supplies this exact protein sequence and organism identity; reviewed status and source-specific annotations remain separate from the primary assay.

    Source location/primaryAccession; /entryType; /organism; /sequence; /uniProtKBCrossReferences
  • RHEA:27386

    Source assertion: Rhea master 27385 explicitly has directed member 27386; the forward chemical equation and sides define this selected reaction.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/27385']/rh:directionalReaction[@rdf:resource='http://rdf.rhea-db.org/27386']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/27386']/rh:equation; rh:substrates; rh:products
6-hydroxy-3-succinoylpyridine 3-monooxygenase HspB
UniProtKB:F8G0M4		part_of

Native homodimer membership: 2 identical subunits; does not imply independent subunit catalysis.

6-hydroxy-3-succinoyl-pyridine hydroxylase
MetaCyc:CPLX-8439
  • MetaCyc:CPLX-8439

    Source assertion: Native S16 complex contains 2 copies of MONOMER-17159.

    Source locationProtein[@frameid='CPLX-8439']/species; component[Protein/@frameid='MONOMER-17159']/coefficient
  • MetaCyc:MONOMER-17159

    Source assertion: The native monomer has the UniProt unification accession F8G0M4.

    Source locationProtein[@frameid='MONOMER-17159']/dblink[dblink-db='UNIPROT']/dblink-oid
6-hydroxy-3-succinoyl-pyridine hydroxylase
MetaCyc:CPLX-8439		catalyzes

Selected forward pathway flux is represented. HspB source and current Rhea retain the unusual two-NADH equation.

4-(6-hydroxypyridin-3-yl)-4-oxobutanoate + 2 NADH + O2 + 2 H(+) => 2,5-dihydroxypyridine + succinate semialdehyde + 2 NAD(+) + H2O
RHEA:33928
  • MetaCyc:CPLX-8439

    Source assertion: The native S16 frame reports a homodimer and links CPLX-8439 through ENZRXN-20030 to RXN-13081; the normalized equation is supported separately by current UniProt and Rhea.

    Source locationProtein[@frameid='CPLX-8439']/component; species; comment; catalyzes/Enzymatic-Reaction[@frameid='ENZRXN-20030']/reaction/Reaction[@frameid='RXN-13081']
  • RHEA:33928

    Source assertion: Rhea master 33927 explicitly has directed member 33928; the forward chemical equation and sides define this selected reaction.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/33927']/rh:directionalReaction[@rdf:resource='http://rdf.rhea-db.org/33928']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/33928']/rh:equation; rh:substrates; rh:products
  • UniProtKB:F8G0M4

    Source assertion: Reviewed HspB assigns RHEA:33927, with two NADH in the normalized reaction, and reports a homodimer.

    Source location/comments[commentType=CATALYTIC ACTIVITY]/reaction; /comments[commentType=SUBUNIT]
Maleate isomerase
UniProtKB:F8G0M3		part_of

Native homodimer membership: 2 identical subunits; does not imply independent subunit catalysis.

maleate isomerase
MetaCyc:CPLX-8990
  • MetaCyc:CPLX-8990

    Source assertion: Native S16 complex contains 2 copies of MONOMER-19246.

    Source locationProtein[@frameid='CPLX-8990']/species; component[Protein/@frameid='MONOMER-19246']/coefficient
  • MetaCyc:MONOMER-19246

    Source assertion: The native monomer has the UniProt unification accession F8G0M3.

    Source locationProtein[@frameid='MONOMER-19246']/dblink[dblink-db='UNIPROT']/dblink-oid
maleate isomerase
MetaCyc:CPLX-8990		catalyzes

Selected forward pathway flux is represented. Native maleate isomerization is reversible; the primary assay used a thiol reagent, which is not asserted as an endogenous stoichiometric reactant.

maleate => fumarate
RHEA:13170
  • MetaCyc:CPLX-8990

    Source assertion: The native S16 enzyme description reports the complete biochemical reaction and homodimeric assembly.

    Source locationProtein[@frameid='CPLX-8990']/comment; component; species
  • RHEA:13170

    Source assertion: Rhea master 13169 explicitly has directed member 13170; the forward chemical equation and sides define this selected reaction.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/13169']/rh:directionalReaction[@rdf:resource='http://rdf.rhea-db.org/13170']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/13170']/rh:equation; rh:substrates; rh:products
  • PMID:22530095

    Source assertion: Purified S16 Iso converts maleate to fumarate; HPLC and kinetic assays were performed in the presence of 1-thioglycerol.

    Source locationPMC3332521 Results Nfo, Ami, and Iso; Fig.3E-F; Methods Determination of Iso activity (body paragraph26)
3-succinoylpyridine monooxygenase oxygenase subunit
MetaCyc:MONOMER-19251		part_of

Source-defined three-subunit composition. The 2013 genetic/complementation evidence does not measure a purified native assembly stoichiometry.

3-succinoylpyridine monooxygenase complex
MetaCyc:CPLX-8991
  • MetaCyc:CPLX-8991

    Source assertion: The native S16 complex lists one MONOMER-19251 component.

    Source locationProtein[@frameid='CPLX-8991']/component[Protein/@frameid='MONOMER-19251']/coefficient; species
  • MetaCyc:MONOMER-19251

    Source assertion: This exact native protein frame identifies the S16 Spm subunit.

    Source locationProtein/species; common-name; gene
3-succinoylpyridine monooxygenase ferredoxin dehydrogenase subunit
MetaCyc:MONOMER-19252		part_of

Source-defined three-subunit composition. The 2013 genetic/complementation evidence does not measure a purified native assembly stoichiometry.

3-succinoylpyridine monooxygenase complex
MetaCyc:CPLX-8991
  • MetaCyc:CPLX-8991

    Source assertion: The native S16 complex lists one MONOMER-19252 component.

    Source locationProtein[@frameid='CPLX-8991']/component[Protein/@frameid='MONOMER-19252']/coefficient; species
  • MetaCyc:MONOMER-19252

    Source assertion: This exact native protein frame identifies the S16 Spm subunit.

    Source locationProtein/species; common-name; gene
3-succinoylpyridine monooxygenase ferredoxin subunit
MetaCyc:MONOMER-19253		part_of

Source-defined three-subunit composition. The 2013 genetic/complementation evidence does not measure a purified native assembly stoichiometry.

3-succinoylpyridine monooxygenase complex
MetaCyc:CPLX-8991
  • MetaCyc:CPLX-8991

    Source assertion: The native S16 complex lists one MONOMER-19253 component.

    Source locationProtein[@frameid='CPLX-8991']/component[Protein/@frameid='MONOMER-19253']/coefficient; species
  • MetaCyc:MONOMER-19253

    Source assertion: This exact native protein frame identifies the S16 Spm subunit.

    Source locationProtein/species; common-name; gene
3-succinoylpyridine monooxygenase complex
MetaCyc:CPLX-8991		enables

Genetic/complementation assignment, not a claim that a purified SpmABC complex was kinetically characterized or its physiological electron acceptor identified.

3-succinoylpyridine hydroxylation
MetaCyc:RXN-13082
  • PMID:24204321

    Source assertion: S16 spmABC disruption prevents succinoylpyridine conversion; complementation restores hydroxylation to HSP and growth on nicotine.

    Source locationPMC3812094 Results: Identification of the key enzyme responsible for SP hydroxylation; Fig.5; Discussion
  • MetaCyc:ENZRXN-23743

    Source assertion: The native enzymatic reaction assigns CPLX-8991 to RXN-13082 with reaction-blocked-in-mutant evidence.

    Source locationEnzymatic-Reaction/reaction; enzyme; evidence/Evidence-Code
(S)-nicotine + 2 Fe(III)-[cytochrome c] => N-methylmyosmine + 2 Fe(II)-[cytochrome c] + 2 H(+)
RHEA:73656		has_input

Concrete S16 protein realization of the generic cytochrome carrier in the chemical equation. This nonstoichiometric role edge adds no further molecule; no stable NicA2-CycN complex or downstream CycN oxidant is asserted.

C-type cytochrome
UniProtKB:A0A0E3ELC2
  • PMID:33432238

    Source assertion: S16 CycN is the experimentally supported physiological electron-accepting protein for this activity.

    Source locationPMC7904663 Results P12-P20; Fig.2-5
  • UniProtKB:A0A0E3ELC2

    Source assertion: The unreviewed entry has 132 amino acids and explicitly links WP_080563818.1 and PDB7TLX (residues28-132). Its merged taxon is303.

    Source location/sequence; /uniProtKBCrossReferences[database=RefSeq,id=WP_080563818.1]; /uniProtKBCrossReferences[database=PDB,id=7TLX]
  • DOI:10.2210/pdb7TLX/pdb

    Source assertion: Entity1 is sourced from S16 (taxon1042876); its105-aa mature sequence and explicit SIFTS alignment match UniProt A0A0E3ELC2 residues28-132.

    Source location/entity_src_gen; /entity_poly/pdbx_seq_one_letter_code_can; /rcsb_polymer_entity_align
  • NCBIProtein:WP_080563818.1

    Source assertion: The full132-aa RefSeq sequence is identical to A0A0E3ELC2 in the reproducible sequence comparison.

    Source locationFASTA header WP_080563818.1; complete amino-acid sequence
pseudooxynicotine + 2 Fe(III)-[cytochrome c] + H2O => 4-oxo-4-(pyridin-3-yl)butanal + methylamine + 2 Fe(II)-[cytochrome c] + 2 H(+)
RHEA:75352		has_input

Concrete S16 protein realization of the generic cytochrome carrier in the chemical equation. This nonstoichiometric role edge adds no further molecule; no stable NicA2-CycN complex or downstream CycN oxidant is asserted.

C-type cytochrome
UniProtKB:A0A0E3ELC2
  • PMID:35835223

    Source assertion: S16 CycN is the experimentally supported physiological electron-accepting protein for this activity.

    Source locationPMC9396064 Results p0045-p0060; Fig.5-7; Discussion p0110
  • UniProtKB:A0A0E3ELC2

    Source assertion: The unreviewed entry has 132 amino acids and explicitly links WP_080563818.1 and PDB7TLX (residues28-132). Its merged taxon is303.

    Source location/sequence; /uniProtKBCrossReferences[database=RefSeq,id=WP_080563818.1]; /uniProtKBCrossReferences[database=PDB,id=7TLX]
  • DOI:10.2210/pdb7TLX/pdb

    Source assertion: Entity1 is sourced from S16 (taxon1042876); its105-aa mature sequence and explicit SIFTS alignment match UniProt A0A0E3ELC2 residues28-132.

    Source location/entity_src_gen; /entity_poly/pdbx_seq_one_letter_code_can; /rcsb_polymer_entity_align
  • NCBIProtein:WP_080563818.1

    Source assertion: The full132-aa RefSeq sequence is identical to A0A0E3ELC2 in the reproducible sequence comparison.

    Source locationFASTA header WP_080563818.1; complete amino-acid sequence
(S)-nicotine + 2 Fe(III)-[cytochrome c] => N-methylmyosmine + 2 Fe(II)-[cytochrome c] + 2 H(+)
RHEA:73656		part_of

Native carbon transformation retained; physiological cytochrome-dependent stoichiometry follows the later primary study and current Rhea/UniProt, replacing the older unspecified-acceptor or oxygen/H2O2 representation.

MetaCyc:PWY-6993
  • MetaCyc:PWY-6993

    Source assertion: The complete native pathway includes RXN-13076, represented here by RHEA:73656.

    Source locationPathway[@frameid='PWY-6993']/reaction-list/Reaction[@frameid='RXN-13076']; reaction-layout[Reaction/@frameid='RXN-13076']
  • RHEA:73656

    Source assertion: Rhea master 73655 explicitly has directed member 73656; the forward chemical equation and sides define this selected reaction.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/73655']/rh:directionalReaction[@rdf:resource='http://rdf.rhea-db.org/73656']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/73656']/rh:equation; rh:substrates; rh:products
N-methylmyosmine + H2O => pseudooxynicotine
RHEA:75416		part_of

Spontaneous hydration; no catalyst or molecular-activity category is asserted.

MetaCyc:PWY-6993
  • MetaCyc:PWY-6993

    Source assertion: The complete native pathway includes RXN-13077, represented here by RHEA:75416.

    Source locationPathway[@frameid='PWY-6993']/reaction-list/Reaction[@frameid='RXN-13077']; reaction-layout[Reaction/@frameid='RXN-13077']
  • RHEA:75416

    Source assertion: Rhea master 75415 explicitly has directed member 75416; the forward chemical equation and sides define this selected reaction.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/75415']/rh:directionalReaction[@rdf:resource='http://rdf.rhea-db.org/75416']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/75416']/rh:equation; rh:substrates; rh:products
  • PMID:33432238

    Source assertion: N-methylmyosmine undergoes spontaneous hydrolysis to pseudooxynicotine.

    Source locationPMC7904663 Introduction P5
pseudooxynicotine + 2 Fe(III)-[cytochrome c] + H2O => 4-oxo-4-(pyridin-3-yl)butanal + methylamine + 2 Fe(II)-[cytochrome c] + 2 H(+)
RHEA:75352		part_of

Native carbon transformation retained; physiological cytochrome-dependent stoichiometry follows the later primary study and current Rhea/UniProt, replacing the older unspecified-acceptor or oxygen/H2O2 representation.

MetaCyc:PWY-6993
  • MetaCyc:PWY-6993

    Source assertion: The complete native pathway includes RXN-13088, represented here by RHEA:75352.

    Source locationPathway[@frameid='PWY-6993']/reaction-list/Reaction[@frameid='RXN-13088']; reaction-layout[Reaction/@frameid='RXN-13088']
  • RHEA:75352

    Source assertion: Rhea master 75351 explicitly has directed member 75352; the forward chemical equation and sides define this selected reaction.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/75351']/rh:directionalReaction[@rdf:resource='http://rdf.rhea-db.org/75352']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/75352']/rh:equation; rh:substrates; rh:products
4-oxo-4-(pyridin-3-yl)butanal + NADP(+) + H2O => 4-oxo-4-(pyridin-3-yl)butanoate + NADPH + 2 H(+)
RHEA:34216		part_of

Full native NADP-dependent aldehyde oxidation retained. S16 Sapd expression/deletion data support a role, but direct NADP specificity was characterized for HZN6 Sap. No HZN6 tetramer or guessed S16 accession is imported.

MetaCyc:PWY-6993
  • MetaCyc:PWY-6993

    Source assertion: The complete native pathway includes RXN-13089, represented here by RHEA:34216.

    Source locationPathway[@frameid='PWY-6993']/reaction-list/Reaction[@frameid='RXN-13089']; reaction-layout[Reaction/@frameid='RXN-13089']
  • RHEA:34216

    Source assertion: Rhea master 34215 explicitly has directed member 34216; the forward chemical equation and sides define this selected reaction.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/34215']/rh:directionalReaction[@rdf:resource='http://rdf.rhea-db.org/34216']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/34216']/rh:equation; rh:substrates; rh:products
  • MetaCyc:CPLX-8441

    Source assertion: The purified NADP-specific aldehyde dehydrogenase is from HZN6, where it forms a tetramer; this is not an S16 assembly assignment.

    Source locationProtein/species; component; comment
  • PMID:24204321

    Source assertion: S16 Sapd PPS_4079 is induced during nicotine growth; its deletion slows growth but does not prevent growth on nicotine.

    Source locationPMC3812094 Results s2a proteomics; s2e Functional analysis of mfs and sapd; Fig.3 and Supplementary Fig.4
3-succinoylpyridine hydroxylation
MetaCyc:RXN-13082		part_of

MetaCyc:PWY-6993
  • MetaCyc:PWY-6993

    Source assertion: The complete native pathway includes RXN-13082, represented here by MetaCyc:RXN-13082.

    Source locationPathway[@frameid='PWY-6993']/reaction-list/Reaction[@frameid='RXN-13082']; reaction-layout[Reaction/@frameid='RXN-13082']
4-(6-hydroxypyridin-3-yl)-4-oxobutanoate + 2 NADH + O2 + 2 H(+) => 2,5-dihydroxypyridine + succinate semialdehyde + 2 NAD(+) + H2O
RHEA:33928		part_of

MetaCyc:PWY-6993
  • MetaCyc:PWY-6993

    Source assertion: The complete native pathway includes RXN-13081, represented here by RHEA:33928.

    Source locationPathway[@frameid='PWY-6993']/reaction-list/Reaction[@frameid='RXN-13081']; reaction-layout[Reaction/@frameid='RXN-13081']
  • RHEA:33928

    Source assertion: Rhea master 33927 explicitly has directed member 33928; the forward chemical equation and sides define this selected reaction.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/33927']/rh:directionalReaction[@rdf:resource='http://rdf.rhea-db.org/33928']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/33928']/rh:equation; rh:substrates; rh:products
2,5-dihydroxypyridine + O2 => N-formylmaleamate + H(+)
RHEA:27523		part_of

MetaCyc:PWY-6993
  • MetaCyc:PWY-6993

    Source assertion: The complete native pathway includes 1.13.11.9-RXN, represented here by RHEA:27523.

    Source locationPathway[@frameid='PWY-6993']/reaction-list/Reaction[@frameid='1.13.11.9-RXN']; reaction-layout[Reaction/@frameid='1.13.11.9-RXN']
  • RHEA:27523

    Source assertion: Rhea master 27522 explicitly has directed member 27523; the forward chemical equation and sides define this selected reaction.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/27522']/rh:directionalReaction[@rdf:resource='http://rdf.rhea-db.org/27523']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/27523']/rh:equation; rh:substrates; rh:products
N-formylmaleamate + H2O => maleamate + formate + H(+)
RHEA:30844		part_of

MetaCyc:PWY-6993
  • MetaCyc:PWY-6993

    Source assertion: The complete native pathway includes RXN-11318, represented here by RHEA:30844.

    Source locationPathway[@frameid='PWY-6993']/reaction-list/Reaction[@frameid='RXN-11318']; reaction-layout[Reaction/@frameid='RXN-11318']
  • RHEA:30844

    Source assertion: Rhea master 30843 explicitly has directed member 30844; the forward chemical equation and sides define this selected reaction.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/30843']/rh:directionalReaction[@rdf:resource='http://rdf.rhea-db.org/30844']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/30844']/rh:equation; rh:substrates; rh:products
maleamate + H2O => maleate + NH4(+)
RHEA:27386		part_of

MetaCyc:PWY-6993
  • MetaCyc:PWY-6993

    Source assertion: The complete native pathway includes RXN-646, represented here by RHEA:27386.

    Source locationPathway[@frameid='PWY-6993']/reaction-list/Reaction[@frameid='RXN-646']; reaction-layout[Reaction/@frameid='RXN-646']
  • RHEA:27386

    Source assertion: Rhea master 27385 explicitly has directed member 27386; the forward chemical equation and sides define this selected reaction.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/27385']/rh:directionalReaction[@rdf:resource='http://rdf.rhea-db.org/27386']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/27386']/rh:equation; rh:substrates; rh:products
maleate => fumarate
RHEA:13170		part_of

MetaCyc:PWY-6993
  • MetaCyc:PWY-6993

    Source assertion: The complete native pathway includes MALEATE-ISOMERASE-RXN, represented here by RHEA:13170.

    Source locationPathway[@frameid='PWY-6993']/reaction-list/Reaction[@frameid='MALEATE-ISOMERASE-RXN']; reaction-layout[Reaction/@frameid='MALEATE-ISOMERASE-RXN']
  • RHEA:13170

    Source assertion: Rhea master 13169 explicitly has directed member 13170; the forward chemical equation and sides define this selected reaction.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/13169']/rh:directionalReaction[@rdf:resource='http://rdf.rhea-db.org/13170']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/13170']/rh:equation; rh:substrates; rh:products
succinate semialdehyde + NADP(+) + H2O => succinate + NADPH + 2 H(+)
RHEA:13214		part_of

The native pathway includes this NADP-dependent succinate-semialdehyde branch. Inspected native enzyme frames are from other organisms; an exact S16 catalyst and direct S16 cofactor-specific assay remain unresolved.

MetaCyc:PWY-6993
  • MetaCyc:PWY-6993

    Source assertion: The complete native pathway includes SUCCSEMIALDDEHYDROG-RXN, represented here by RHEA:13214.

    Source locationPathway[@frameid='PWY-6993']/reaction-list/Reaction[@frameid='SUCCSEMIALDDEHYDROG-RXN']; reaction-layout[Reaction/@frameid='SUCCSEMIALDDEHYDROG-RXN']
  • RHEA:13214

    Source assertion: Rhea master 13213 explicitly has directed member 13214; the forward chemical equation and sides define this selected reaction.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/13213']/rh:directionalReaction[@rdf:resource='http://rdf.rhea-db.org/13214']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/13214']/rh:equation; rh:substrates; rh:products
(S)-nicotine + 2 Fe(III)-[cytochrome c] => N-methylmyosmine + 2 Fe(II)-[cytochrome c] + 2 H(+)
RHEA:73656		provides_input_for

Direct carbon-intermediate transfer via CHEBI:190393. Carrier recycling and shared water/cofactor pools do not generate additional pathway-order edges.

N-methylmyosmine + H2O => pseudooxynicotine
RHEA:75416
  • MetaCyc:PWY-6993

    Source assertion: The native pathway orders RXN-13076 before RXN-13077 and supplies the corresponding native compound layout; current chemical identity is supported separately by the reaction-side evidence.

    Source locationPathway[@frameid='PWY-6993']/reaction-ordering[Reaction/@frameid='RXN-13077']/predecessor-reactions/Reaction[@frameid='RXN-13076']; reaction-layout
  • RHEA:73656

    Source assertion: RHEA:73656 products contain CHEBI:193521 with coefficient 1. Whole cytochrome states are retained when the participant is generic protein.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/73656']/rh:products; rdf:Description[@rdf:about='http://rdf.rhea-db.org/73655_R']/rh:contains1[@rdf:resource='http://rdf.rhea-db.org/Participant_73655_compound_18516']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Participant_73655_compound_18516']/rh:compound; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Compound_18516']/rh:accession
  • CHEBI:190393

    Source assertion: ChEBI193521 is deprecated and explicitly replaced by CHEBI190393;190393 retains193521 as an alternative ID and has the same C10H13N2 formula and +1 charge.

    Source locationstatements[subject=CHEBI:193521,predicate=IAO:0100001,object=CHEBI:190393]; statements[subject=CHEBI:190393,predicate=oio:hasAlternativeId,value=CHEBI:193521]; chemrof formula/charge
  • RHEA:75416

    Source assertion: RHEA:75416 substrates contain CHEBI:193521 with coefficient 1. Whole cytochrome states are retained when the participant is generic protein.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/75416']/rh:substrates; rdf:Description[@rdf:about='http://rdf.rhea-db.org/75415_L']/rh:contains1[@rdf:resource='http://rdf.rhea-db.org/Participant_75415_compound_18516']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Participant_75415_compound_18516']/rh:compound; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Compound_18516']/rh:accession
  • CHEBI:190393

    Source assertion: ChEBI193521 is deprecated and explicitly replaced by CHEBI190393;190393 retains193521 as an alternative ID and has the same C10H13N2 formula and +1 charge.

    Source locationstatements[subject=CHEBI:193521,predicate=IAO:0100001,object=CHEBI:190393]; statements[subject=CHEBI:190393,predicate=oio:hasAlternativeId,value=CHEBI:193521]; chemrof formula/charge
N-methylmyosmine + H2O => pseudooxynicotine
RHEA:75416		provides_input_for

Direct carbon-intermediate transfer via CHEBI:66878. Carrier recycling and shared water/cofactor pools do not generate additional pathway-order edges.

pseudooxynicotine + 2 Fe(III)-[cytochrome c] + H2O => 4-oxo-4-(pyridin-3-yl)butanal + methylamine + 2 Fe(II)-[cytochrome c] + 2 H(+)
RHEA:75352
  • MetaCyc:PWY-6993

    Source assertion: The native pathway orders RXN-13077 before RXN-13088 and supplies the corresponding native compound layout; current chemical identity is supported separately by the reaction-side evidence.

    Source locationPathway[@frameid='PWY-6993']/reaction-ordering[Reaction/@frameid='RXN-13088']/predecessor-reactions/Reaction[@frameid='RXN-13077']; reaction-layout
  • RHEA:75416

    Source assertion: RHEA:75416 products contain CHEBI:66878 with coefficient 1. Whole cytochrome states are retained when the participant is generic protein.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/75416']/rh:products; rdf:Description[@rdf:about='http://rdf.rhea-db.org/75415_R']/rh:contains1[@rdf:resource='http://rdf.rhea-db.org/Participant_75415_compound_7380']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Participant_75415_compound_7380']/rh:compound; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Compound_7380']/rh:accession
  • RHEA:75352

    Source assertion: RHEA:75352 substrates contain CHEBI:66878 with coefficient 1. Whole cytochrome states are retained when the participant is generic protein.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/75352']/rh:substrates; rdf:Description[@rdf:about='http://rdf.rhea-db.org/75351_L']/rh:contains1[@rdf:resource='http://rdf.rhea-db.org/Participant_75351_compound_7380']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Participant_75351_compound_7380']/rh:compound; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Compound_7380']/rh:accession
pseudooxynicotine + 2 Fe(III)-[cytochrome c] + H2O => 4-oxo-4-(pyridin-3-yl)butanal + methylamine + 2 Fe(II)-[cytochrome c] + 2 H(+)
RHEA:75352		provides_input_for

Direct carbon-intermediate transfer via CHEBI:66879. Carrier recycling and shared water/cofactor pools do not generate additional pathway-order edges.

4-oxo-4-(pyridin-3-yl)butanal + NADP(+) + H2O => 4-oxo-4-(pyridin-3-yl)butanoate + NADPH + 2 H(+)
RHEA:34216
  • MetaCyc:PWY-6993

    Source assertion: The native pathway orders RXN-13088 before RXN-13089 and supplies the corresponding native compound layout; current chemical identity is supported separately by the reaction-side evidence.

    Source locationPathway[@frameid='PWY-6993']/reaction-ordering[Reaction/@frameid='RXN-13089']/predecessor-reactions/Reaction[@frameid='RXN-13088']; reaction-layout
  • RHEA:75352

    Source assertion: RHEA:75352 products contain CHEBI:66879 with coefficient 1. Whole cytochrome states are retained when the participant is generic protein.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/75352']/rh:products; rdf:Description[@rdf:about='http://rdf.rhea-db.org/75351_R']/rh:contains1[@rdf:resource='http://rdf.rhea-db.org/Participant_75351_compound_7379']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Participant_75351_compound_7379']/rh:compound; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Compound_7379']/rh:accession
  • RHEA:34216

    Source assertion: RHEA:34216 substrates contain CHEBI:66879 with coefficient 1. Whole cytochrome states are retained when the participant is generic protein.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/34216']/rh:substrates; rdf:Description[@rdf:about='http://rdf.rhea-db.org/34215_L']/rh:contains1[@rdf:resource='http://rdf.rhea-db.org/Participant_34215_compound_7379']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Participant_34215_compound_7379']/rh:compound; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Compound_7379']/rh:accession
4-oxo-4-(pyridin-3-yl)butanal + NADP(+) + H2O => 4-oxo-4-(pyridin-3-yl)butanoate + NADPH + 2 H(+)
RHEA:34216		provides_input_for

Direct carbon-intermediate transfer via CHEBI:66942. Carrier recycling and shared water/cofactor pools do not generate additional pathway-order edges.

3-succinoylpyridine hydroxylation
MetaCyc:RXN-13082
  • MetaCyc:PWY-6993

    Source assertion: The native pathway orders RXN-13089 before RXN-13082 and supplies the corresponding native compound layout; current chemical identity is supported separately by the reaction-side evidence.

    Source locationPathway[@frameid='PWY-6993']/reaction-ordering[Reaction/@frameid='RXN-13082']/predecessor-reactions/Reaction[@frameid='RXN-13089']; reaction-layout
  • RHEA:34216

    Source assertion: RHEA:34216 products contain CHEBI:66942 with coefficient 1. Whole cytochrome states are retained when the participant is generic protein.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/34216']/rh:products; rdf:Description[@rdf:about='http://rdf.rhea-db.org/34215_R']/rh:contains1[@rdf:resource='http://rdf.rhea-db.org/Participant_34215_compound_7458']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Participant_34215_compound_7458']/rh:compound; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Compound_7458']/rh:accession
  • MetaCyc:RXN-13082

    Source assertion: Native left participant CPD-14094 has coefficient 1 in Spm hydroxylation.

    Source locationReaction[@frameid='RXN-13082']/left/Compound[@frameid='CPD-14094']; ../coefficient (omitted coefficient denotes one)
  • MetaCyc:CPD-14094

    Source assertion: The native compound cross-reference is CHEBI:66942; its displayed role is retained without assigning a physiological Spm electron-acceptor species.

    Source locationCompound[@frameid='CPD-14094']/dblink[dblink-db='CHEBI']/dblink-oid; common-name
3-succinoylpyridine hydroxylation
MetaCyc:RXN-13082		provides_input_for

Direct carbon-intermediate transfer via CHEBI:66893. Carrier recycling and shared water/cofactor pools do not generate additional pathway-order edges.

4-(6-hydroxypyridin-3-yl)-4-oxobutanoate + 2 NADH + O2 + 2 H(+) => 2,5-dihydroxypyridine + succinate semialdehyde + 2 NAD(+) + H2O
RHEA:33928
  • MetaCyc:PWY-6993

    Source assertion: The native pathway orders RXN-13082 before RXN-13081 and supplies the corresponding native compound layout; current chemical identity is supported separately by the reaction-side evidence.

    Source locationPathway[@frameid='PWY-6993']/reaction-ordering[Reaction/@frameid='RXN-13081']/predecessor-reactions/Reaction[@frameid='RXN-13082']; reaction-layout
  • MetaCyc:RXN-13082

    Source assertion: Native right participant CPD-14096 has coefficient 1 in Spm hydroxylation.

    Source locationReaction[@frameid='RXN-13082']/right/Compound[@frameid='CPD-14096']; ../coefficient (omitted coefficient denotes one)
  • MetaCyc:CPD-14096

    Source assertion: The native compound cross-reference is CHEBI:66893; its displayed role is retained without assigning a physiological Spm electron-acceptor species.

    Source locationCompound[@frameid='CPD-14096']/dblink[dblink-db='CHEBI']/dblink-oid; common-name
  • RHEA:33928

    Source assertion: RHEA:33928 substrates contain CHEBI:66893 with coefficient 1. Whole cytochrome states are retained when the participant is generic protein.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/33928']/rh:substrates; rdf:Description[@rdf:about='http://rdf.rhea-db.org/33927_L']/rh:contains1[@rdf:resource='http://rdf.rhea-db.org/Participant_33927_compound_7386']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Participant_33927_compound_7386']/rh:compound; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Compound_7386']/rh:accession
4-(6-hydroxypyridin-3-yl)-4-oxobutanoate + 2 NADH + O2 + 2 H(+) => 2,5-dihydroxypyridine + succinate semialdehyde + 2 NAD(+) + H2O
RHEA:33928		provides_input_for

Direct carbon-intermediate transfer via CHEBI:16364. Carrier recycling and shared water/cofactor pools do not generate additional pathway-order edges.

2,5-dihydroxypyridine + O2 => N-formylmaleamate + H(+)
RHEA:27523
  • MetaCyc:PWY-6993

    Source assertion: The native pathway orders RXN-13081 before 1.13.11.9-RXN and supplies the corresponding native compound layout; current chemical identity is supported separately by the reaction-side evidence.

    Source locationPathway[@frameid='PWY-6993']/reaction-ordering[Reaction/@frameid='1.13.11.9-RXN']/predecessor-reactions/Reaction[@frameid='RXN-13081']; reaction-layout
  • RHEA:33928

    Source assertion: RHEA:33928 products contain CHEBI:16364 with coefficient 1. Whole cytochrome states are retained when the participant is generic protein.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/33928']/rh:products; rdf:Description[@rdf:about='http://rdf.rhea-db.org/33927_R']/rh:contains1[@rdf:resource='http://rdf.rhea-db.org/Participant_33927_compound_3377']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Participant_33927_compound_3377']/rh:compound; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Compound_3377']/rh:accession
  • RHEA:27523

    Source assertion: RHEA:27523 substrates contain CHEBI:16364 with coefficient 1. Whole cytochrome states are retained when the participant is generic protein.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/27523']/rh:substrates; rdf:Description[@rdf:about='http://rdf.rhea-db.org/27522_L']/rh:contains1[@rdf:resource='http://rdf.rhea-db.org/Participant_27522_compound_3377']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Participant_27522_compound_3377']/rh:compound; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Compound_3377']/rh:accession
2,5-dihydroxypyridine + O2 => N-formylmaleamate + H(+)
RHEA:27523		provides_input_for

Direct carbon-intermediate transfer via CHEBI:59911. Carrier recycling and shared water/cofactor pools do not generate additional pathway-order edges.

N-formylmaleamate + H2O => maleamate + formate + H(+)
RHEA:30844
  • MetaCyc:PWY-6993

    Source assertion: The native pathway orders 1.13.11.9-RXN before RXN-11318 and supplies the corresponding native compound layout; current chemical identity is supported separately by the reaction-side evidence.

    Source locationPathway[@frameid='PWY-6993']/reaction-ordering[Reaction/@frameid='RXN-11318']/predecessor-reactions/Reaction[@frameid='1.13.11.9-RXN']; reaction-layout
  • RHEA:27523

    Source assertion: RHEA:27523 products contain CHEBI:59911 with coefficient 1. Whole cytochrome states are retained when the participant is generic protein.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/27523']/rh:products; rdf:Description[@rdf:about='http://rdf.rhea-db.org/27522_R']/rh:contains1[@rdf:resource='http://rdf.rhea-db.org/Participant_27522_compound_6228']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Participant_27522_compound_6228']/rh:compound; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Compound_6228']/rh:accession
  • RHEA:30844

    Source assertion: RHEA:30844 substrates contain CHEBI:59911 with coefficient 1. Whole cytochrome states are retained when the participant is generic protein.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/30844']/rh:substrates; rdf:Description[@rdf:about='http://rdf.rhea-db.org/30843_L']/rh:contains1[@rdf:resource='http://rdf.rhea-db.org/Participant_30843_compound_6228']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Participant_30843_compound_6228']/rh:compound; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Compound_6228']/rh:accession
N-formylmaleamate + H2O => maleamate + formate + H(+)
RHEA:30844		provides_input_for

Direct carbon-intermediate transfer via CHEBI:16146. Carrier recycling and shared water/cofactor pools do not generate additional pathway-order edges.

maleamate + H2O => maleate + NH4(+)
RHEA:27386
  • MetaCyc:PWY-6993

    Source assertion: The native pathway orders RXN-11318 before RXN-646 and supplies the corresponding native compound layout; current chemical identity is supported separately by the reaction-side evidence.

    Source locationPathway[@frameid='PWY-6993']/reaction-ordering[Reaction/@frameid='RXN-646']/predecessor-reactions/Reaction[@frameid='RXN-11318']; reaction-layout
  • RHEA:30844

    Source assertion: RHEA:30844 products contain CHEBI:16146 with coefficient 1. Whole cytochrome states are retained when the participant is generic protein.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/30844']/rh:products; rdf:Description[@rdf:about='http://rdf.rhea-db.org/30843_R']/rh:contains1[@rdf:resource='http://rdf.rhea-db.org/Participant_30843_compound_3670']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Participant_30843_compound_3670']/rh:compound; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Compound_3670']/rh:accession
  • RHEA:27386

    Source assertion: RHEA:27386 substrates contain CHEBI:16146 with coefficient 1. Whole cytochrome states are retained when the participant is generic protein.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/27386']/rh:substrates; rdf:Description[@rdf:about='http://rdf.rhea-db.org/27385_L']/rh:contains1[@rdf:resource='http://rdf.rhea-db.org/Participant_27385_compound_3670']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Participant_27385_compound_3670']/rh:compound; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Compound_3670']/rh:accession
maleamate + H2O => maleate + NH4(+)
RHEA:27386		provides_input_for

Direct carbon-intermediate transfer via CHEBI:30780. Carrier recycling and shared water/cofactor pools do not generate additional pathway-order edges.

maleate => fumarate
RHEA:13170
  • MetaCyc:PWY-6993

    Source assertion: The native pathway orders RXN-646 before MALEATE-ISOMERASE-RXN and supplies the corresponding native compound layout; current chemical identity is supported separately by the reaction-side evidence.

    Source locationPathway[@frameid='PWY-6993']/reaction-ordering[Reaction/@frameid='MALEATE-ISOMERASE-RXN']/predecessor-reactions/Reaction[@frameid='RXN-646']; reaction-layout
  • RHEA:27386

    Source assertion: RHEA:27386 products contain CHEBI:30780 with coefficient 1. Whole cytochrome states are retained when the participant is generic protein.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/27386']/rh:products; rdf:Description[@rdf:about='http://rdf.rhea-db.org/27385_R']/rh:contains1[@rdf:resource='http://rdf.rhea-db.org/Participant_27385_compound_2303']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Participant_27385_compound_2303']/rh:compound; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Compound_2303']/rh:accession
  • RHEA:13170

    Source assertion: RHEA:13170 substrates contain CHEBI:30780 with coefficient 1. Whole cytochrome states are retained when the participant is generic protein.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/13170']/rh:substrates; rdf:Description[@rdf:about='http://rdf.rhea-db.org/13169_L']/rh:contains1[@rdf:resource='http://rdf.rhea-db.org/Participant_13169_compound_2303']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Participant_13169_compound_2303']/rh:compound; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Compound_2303']/rh:accession
4-(6-hydroxypyridin-3-yl)-4-oxobutanoate + 2 NADH + O2 + 2 H(+) => 2,5-dihydroxypyridine + succinate semialdehyde + 2 NAD(+) + H2O
RHEA:33928		provides_input_for

Direct carbon-intermediate transfer via CHEBI:57706. Carrier recycling and shared water/cofactor pools do not generate additional pathway-order edges.

succinate semialdehyde + NADP(+) + H2O => succinate + NADPH + 2 H(+)
RHEA:13214
  • MetaCyc:PWY-6993

    Source assertion: The native pathway orders RXN-13081 before SUCCSEMIALDDEHYDROG-RXN and supplies the corresponding native compound layout; current chemical identity is supported separately by the reaction-side evidence.

    Source locationPathway[@frameid='PWY-6993']/reaction-ordering[Reaction/@frameid='SUCCSEMIALDDEHYDROG-RXN']/predecessor-reactions/Reaction[@frameid='RXN-13081']; reaction-layout
  • RHEA:33928

    Source assertion: RHEA:33928 products contain CHEBI:57706 with coefficient 1. Whole cytochrome states are retained when the participant is generic protein.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/33928']/rh:products; rdf:Description[@rdf:about='http://rdf.rhea-db.org/33927_R']/rh:contains1[@rdf:resource='http://rdf.rhea-db.org/Participant_33927_compound_4279']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Participant_33927_compound_4279']/rh:compound; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Compound_4279']/rh:accession
  • RHEA:13214

    Source assertion: RHEA:13214 substrates contain CHEBI:57706 with coefficient 1. Whole cytochrome states are retained when the participant is generic protein.

    Source locationrdf:Description[@rdf:about='http://rdf.rhea-db.org/13214']/rh:substrates; rdf:Description[@rdf:about='http://rdf.rhea-db.org/13213_L']/rh:contains1[@rdf:resource='http://rdf.rhea-db.org/Participant_13213_compound_4279']; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Participant_13213_compound_4279']/rh:compound; rdf:Description[@rdf:about='http://rdf.rhea-db.org/Compound_4279']/rh:accession
Nicotine dehydrogenase
UniProtKB:F8G0P2		has_cofactor

FAD prosthetic cofactor; does not add free FAD/FADH2 turnover to the pathway equation. HspB FAD assignment retains ECO:0000305; NicA2 and Pnao retain their experimental annotations.

FAD(3-)
CHEBI:57692
  • UniProtKB:F8G0P2

    Source assertion: The current protein entry annotates FAD binding with source-specific experimental or curator-inferred evidence; FAD remains protein bound.

    Source location/comments[commentType=COFACTOR]/cofactors; note
Pseudooxynicotine dehydrogenase
UniProtKB:F8G0P1		has_cofactor

FAD prosthetic cofactor; does not add free FAD/FADH2 turnover to the pathway equation. HspB FAD assignment retains ECO:0000305; NicA2 and Pnao retain their experimental annotations.

FAD(3-)
CHEBI:57692
  • UniProtKB:F8G0P1

    Source assertion: The current protein entry annotates FAD binding with source-specific experimental or curator-inferred evidence; FAD remains protein bound.

    Source location/comments[commentType=COFACTOR]/cofactors; note
6-hydroxy-3-succinoylpyridine 3-monooxygenase HspB
UniProtKB:F8G0M4		has_cofactor

FAD prosthetic cofactor; does not add free FAD/FADH2 turnover to the pathway equation. HspB FAD assignment retains ECO:0000305; NicA2 and Pnao retain their experimental annotations.

FAD(3-)
CHEBI:57692
  • UniProtKB:F8G0M4

    Source assertion: The current protein entry annotates FAD binding with source-specific experimental or curator-inferred evidence; FAD remains protein bound.

    Source location/comments[commentType=COFACTOR]/cofactors; note
2,5-DHP dioxygenase
UniProtKB:F8G0M1		has_cofactor

Ferrous-iron activity requirement from the primary assay; physiological metal occupancy and a structural binding site were not measured here.

iron(2+)
CHEBI:29033
  • PMID:22530095

    Source assertion: Ferrous iron markedly increased Hpo activity among the tested metals; the assay contained 0.025 mM Fe2+.

    Source locationPMC3332521 Results Hpo; Fig.2D; Methods Determination of Hpo activity; body paragraphs5,17,24
3-succinoylpyridine monooxygenase complex
MetaCyc:CPLX-8991		has_cofactor

Proposed Mo-MCD association, not a purified cofactor determination. The native chemical identity is preserved because its formula/charge differs from its current ChEBI cross-reference; no oxidation-state equivalence is asserted.

cytidylyl molybdenum cofactor
MetaCyc:CPD0-1882
  • MetaCyc:ENZRXN-23743

    Source assertion: The native source assigns cytidylyl molybdenum cofactor to the SpmABC enzymatic reaction.

    Source locationEnzymatic-Reaction/cofactor/Compound[@frameid=CPD0-1882]
  • PMID:24204321

    Source assertion: The authors propose a Mo-MCD-containing Spm hydroxylase from family similarity and failed active expression in E. coli.

    Source locationPMC3812094 Discussion, paragraph beginning In the last few years
Nicotine dehydrogenase
UniProtKB:F8G0P2		located_in

Predicted native localization, not direct S16 fractionation or exclusive localization. Recombinant periplasmic expression of CycN does not by itself establish native localization.

periplasmic space
GO:0042597
  • PMID:35835223

    Source assertion: NicA2, Pnao and CycN are predicted to contain N-terminal signal sequences for periplasmic export.

    Source locationPMC9396064 Introduction p0015
Pseudooxynicotine dehydrogenase
UniProtKB:F8G0P1		located_in

Predicted native localization, not direct S16 fractionation or exclusive localization. Recombinant periplasmic expression of CycN does not by itself establish native localization.

periplasmic space
GO:0042597
  • PMID:35835223

    Source assertion: NicA2, Pnao and CycN are predicted to contain N-terminal signal sequences for periplasmic export.

    Source locationPMC9396064 Introduction p0015
C-type cytochrome
UniProtKB:A0A0E3ELC2		located_in

Predicted native localization, not direct S16 fractionation or exclusive localization. Recombinant periplasmic expression of CycN does not by itself establish native localization.

periplasmic space
GO:0042597
  • PMID:35835223

    Source assertion: NicA2, Pnao and CycN are predicted to contain N-terminal signal sequences for periplasmic export.

    Source locationPMC9396064 Introduction p0015

References

Curation history