3-phenylpropanoate and 3-(3-hydroxyphenyl)propanoate degradation

MetaCyc:PWY0-1277

The complete eight-transformation aerobic meta-cleavage route in Escherichia coli K-12, with separate 3-phenylpropanoate and 3-(3-hydroxyphenyl)propanoate entry branches converging on a dihydroxyphenylpropanoate. Ring cleavage and hydrolysis release succinate; the remaining five-carbon fragment yields pyruvate and acetaldehyde, which MhpF converts to acetyl-CoA. Both native subpathways are included. Hca component roles and HcaB assignments combine genetics, whole-cell conversion and homology; the cited Hca study does not demonstrate isolated HcaB activity. W3110 genetics and purified MhpA directly support the other entry branch, with FAD binding and measured NADH or NADPH use. The selected formal reaction uses NADH. Apparent polymeric MhpA has no established subunit count. Purified-enzyme studies also support downstream Mhp activities. The putative Hca assembly has no established subunit stoichiometry. MhpB is tetrameric, MhpC dimeric and MhpD pentameric; low-pH MhpD cages are a separate assembly condition. MhpF supports MhpE folding but their physiological association has no fixed stoichiometry in the inspected sources. Current Rhea chemistry retains relative-cis dihydrodiol and (2Z,4E) ring-cleavage-product scope; the native ring-cleavage compound has a stale ChEBI cross-reference contradicted by its own structure. The selected S aldolase substrate is the current curated assignment; the 1998 assay inferred its absolute configuration from the preceding hydratase. These sources cover K-12 strains and engineered derivatives, not uniform growth by every K-12 isolate. Cinnamate turnover, uptake, regulation and pyruvate assimilation are outside this exact boundary.

Pathway type
aromatic compound degradation
Organism scope

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Pathway network

48 nodes · 79 asserted directed edges

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Pathway network: 3-phenylpropanoate and 3-(3-hydroxyphenyl)propanoate degradation 48 nodes · 79 asserted directed edges. Every arrow links to its evidence table row; nodes link to their component details. Isolated declared components are retained. CHEBI:51057 — consumes → RHEA:20358; Coefficient 1 in the selected Rhea 142 catabolic direction; the stated charge and stereochemical scope are retained.; Evidence: RHEA:20357consumes CHEBI:57945 — consumes → RHEA:20358; Coefficient 1 in the selected Rhea 142 catabolic direction; the stated charge and stereochemical scope are retained.; Evidence: RHEA:20357consumes CHEBI:15379 — consumes → RHEA:20358; Coefficient 1 in the selected Rhea 142 catabolic direction; the stated charge and stereochemical scope are retained.; Evidence: RHEA:20357consumes CHEBI:15378 — consumes → RHEA:20358; Coefficient 1 in the selected Rhea 142 catabolic direction; the stated charge and stereochemical scope are retained.; Evidence: RHEA:20357consumes RHEA:20358 — produces → CHEBI:60087; Coefficient 1 in the selected Rhea 142 catabolic direction; the stated charge and stereochemical scope are retained. This is the relative-cis parent, broader than the native absolute-isomer cross-reference.; Evidence: RHEA:20357, MetaCyc:CARBOXYETHYL-3-5-CYCLOHEXADIENE-1-2-DIOL, CHEBI:60088produces RHEA:20358 — produces → CHEBI:57540; Coefficient 1 in the selected Rhea 142 catabolic direction; the stated charge and stereochemical scope are retained.; Evidence: RHEA:20357produces CHEBI:60087 — consumes → RHEA:25063; Coefficient 1 in the selected Rhea 142 catabolic direction; the stated charge and stereochemical scope are retained. This is the relative-cis parent, broader than the native absolute-isomer cross-reference.; Evidence: RHEA:25062, MetaCyc:CARBOXYETHYL-3-5-CYCLOHEXADIENE-1-2-DIOL, CHEBI:60088consumes CHEBI:57540 — consumes → RHEA:25063; Coefficient 1 in the selected Rhea 142 catabolic direction; the stated charge and stereochemical scope are retained.; Evidence: RHEA:25062consumes RHEA:25063 — produces → CHEBI:46951; Coefficient 1 in the selected Rhea 142 catabolic direction; the stated charge and stereochemical scope are retained.; Evidence: RHEA:25062produces RHEA:25063 — produces → CHEBI:57945; Coefficient 1 in the selected Rhea 142 catabolic direction; the stated charge and stereochemical scope are retained.; Evidence: RHEA:25062produces RHEA:25063 — produces → CHEBI:15378; Coefficient 1 in the selected Rhea 142 catabolic direction; the stated charge and stereochemical scope are retained.; Evidence: RHEA:25062produces CHEBI:57277 — consumes → RHEA:24786; Coefficient 1 in the selected Rhea 142 catabolic direction; the stated charge and stereochemical scope are retained.; Evidence: RHEA:24785consumes CHEBI:57945 — consumes → RHEA:24786; Coefficient 1 in the selected Rhea 142 catabolic direction; the stated charge and stereochemical scope are retained.; Evidence: RHEA:24785consumes CHEBI:15379 — consumes → RHEA:24786; Coefficient 1 in the selected Rhea 142 catabolic direction; the stated charge and stereochemical scope are retained.; Evidence: RHEA:24785consumes CHEBI:15378 — consumes → RHEA:24786; Coefficient 1 in the selected Rhea 142 catabolic direction; the stated charge and stereochemical scope are retained.; Evidence: RHEA:24785consumes RHEA:24786 — produces → CHEBI:46951; Coefficient 1 in the selected Rhea 142 catabolic direction; the stated charge and stereochemical scope are retained.; Evidence: RHEA:24785produces RHEA:24786 — produces → CHEBI:57540; Coefficient 1 in the selected Rhea 142 catabolic direction; the stated charge and stereochemical scope are retained.; Evidence: RHEA:24785produces RHEA:24786 — produces → CHEBI:15377; Coefficient 1 in the selected Rhea 142 catabolic direction; the stated charge and stereochemical scope are retained.; Evidence: RHEA:24785produces CHEBI:46951 — consumes → RHEA:23841; Coefficient 1 in the selected Rhea 142 catabolic direction; the stated charge and stereochemical scope are retained.; Evidence: RHEA:23840consumes CHEBI:15379 — consumes → RHEA:23841; Coefficient 1 in the selected Rhea 142 catabolic direction; the stated charge and stereochemical scope are retained.; Evidence: RHEA:23840consumes RHEA:23841 — produces → CHEBI:66887; Coefficient 1 in the selected Rhea 142 catabolic direction; the stated charge and stereochemical scope are retained. The native compound name and InChI support (2Z,4E); its conflicting (2E,4Z) ChEBI cross-reference is rejected.; Evidence: RHEA:23840, MetaCyc:CPD-157, CHEBI:66887produces RHEA:23841 — produces → CHEBI:15378; Coefficient 1 in the selected Rhea 142 catabolic direction; the stated charge and stereochemical scope are retained.; Evidence: RHEA:23840produces CHEBI:66887 — consumes → RHEA:34188; Coefficient 1 in the selected Rhea 142 catabolic direction; the stated charge and stereochemical scope are retained. The native compound name and InChI support (2Z,4E); its conflicting (2E,4Z) ChEBI cross-reference is rejected.; Evidence: RHEA:34187, MetaCyc:CPD-157, CHEBI:66887consumes CHEBI:15377 — consumes → RHEA:34188; Coefficient 1 in the selected Rhea 142 catabolic direction; the stated charge and stereochemical scope are retained.; Evidence: RHEA:34187consumes RHEA:34188 — produces → CHEBI:67152; Coefficient 1 in the selected Rhea 142 catabolic direction; the stated charge and stereochemical scope are retained.; Evidence: RHEA:34187produces RHEA:34188 — produces → CHEBI:30031; Coefficient 1 in the selected Rhea 142 catabolic direction; the stated charge and stereochemical scope are retained.; Evidence: RHEA:34187produces RHEA:34188 — produces → CHEBI:15378; Coefficient 1 in the selected Rhea 142 catabolic direction; the stated charge and stereochemical scope are retained.; Evidence: RHEA:34187produces CHEBI:67152 — consumes → RHEA:22582; Coefficient 1 in the selected Rhea 142 catabolic direction; the stated charge and stereochemical scope are retained.; Evidence: RHEA:22580consumes CHEBI:15377 — consumes → RHEA:22582; Coefficient 1 in the selected Rhea 142 catabolic direction; the stated charge and stereochemical scope are retained.; Evidence: RHEA:22580consumes RHEA:22582 — produces → CHEBI:73143; Coefficient 1 in the selected Rhea 142 catabolic direction; the stated charge and stereochemical scope are retained. The S assignment is curated; the inspected 1998 aldolase experiment called this configuration presumptive.; Evidence: RHEA:22580, PMID:9758851produces CHEBI:73143 — consumes → RHEA:22625; Coefficient 1 in the selected Rhea 142 catabolic direction; the stated charge and stereochemical scope are retained. The S assignment is curated; the inspected 1998 aldolase experiment called this configuration presumptive.; Evidence: RHEA:22624, PMID:9758851consumes RHEA:22625 — produces → CHEBI:15343; Coefficient 1 in the selected Rhea 142 catabolic direction; the stated charge and stereochemical scope are retained.; Evidence: RHEA:22624produces RHEA:22625 — produces → CHEBI:15361; Coefficient 1 in the selected Rhea 142 catabolic direction; the stated charge and stereochemical scope are retained.; Evidence: RHEA:22624produces CHEBI:15343 — consumes → RHEA:23289; Coefficient 1 in the selected Rhea 142 catabolic direction; the stated charge and stereochemical scope are retained.; Evidence: RHEA:23288consumes CHEBI:57540 — consumes → RHEA:23289; Coefficient 1 in the selected Rhea 142 catabolic direction; the stated charge and stereochemical scope are retained.; Evidence: RHEA:23288consumes CHEBI:57287 — consumes → RHEA:23289; Coefficient 1 in the selected Rhea 142 catabolic direction; the stated charge and stereochemical scope are retained.; Evidence: RHEA:23288consumes RHEA:23289 — produces → CHEBI:57288; Coefficient 1 in the selected Rhea 142 catabolic direction; the stated charge and stereochemical scope are retained.; Evidence: RHEA:23288produces RHEA:23289 — produces → CHEBI:57945; Coefficient 1 in the selected Rhea 142 catabolic direction; the stated charge and stereochemical scope are retained.; Evidence: RHEA:23288produces RHEA:23289 — produces → CHEBI:15378; Coefficient 1 in the selected Rhea 142 catabolic direction; the stated charge and stereochemical scope are retained.; Evidence: RHEA:23288produces MetaCyc:HCAMULTI-CPLX — enables → RHEA:20358; The putative four-component Hca system enables the net dioxygenation. Genetics and whole-cell conversion support the system; isolated complex catalysis and component stoichiometry were not established in the inspected work.; Evidence: MetaCyc:HCAMULTI-CPLX, UniProtKB:P0ABR5, PMID:9603882enables UniProtKB:P0CI31 — enables → RHEA:25063; HcaB is assigned the dihydrodiol dehydrogenase role by current reviewed annotation, genetics and homology. The cited 1998 study explicitly did not demonstrate HcaB activity in isolation; monomer sufficiency is not established.; Evidence: UniProtKB:P0CI31, PMID:9603882, MetaCyc:PHENPRODIOLDEHYDROG-MONOMERenables UniProtKB:P77397 — enables → RHEA:24786; MhpA supplies the hydroxyphenylpropanoate entry activity. W3110 deletion/complementation and purified C-terminal His-tagged protein establish 3HPP hydroxylation to DHPP. NADH and NADPH both support activity; this graph retains the native/current Rhea NADH equation without implying exclusive donor use. The purified construct had an apparent 669-kDa polymeric mass, but its subunit stoichiometry remains unresolved; enables does not assert monomer sufficiency.; Evidence: UniProtKB:P77397, PMID:9098055, MetaCyc:MHPHYDROXY-MONOMER, UniProtKB:P77397, PMID:31811039, PMID:31811039, PMID:31811039enables MetaCyc:DHPDIOXYGEN-CPLX — catalyzes → RHEA:23841; Tetrameric MhpB catalyzes oxidative ring cleavage. The primary purified-enzyme study supports activity and iron dependence; current curated chemistry specifies the (2Z,4E) product.; Evidence: MetaCyc:DHPDIOXYGEN-CPLX, UniProtKB:P0ABR9, PMID:8399388catalyzes MetaCyc:CPLX0-7950 — catalyzes → RHEA:34188; Dimeric MhpC cleaves the ring-fission dienol to succinate and hydroxypentadienoate. Its canonical native complex name also mentions the triene substrate; only the saturated-route dienol reaction is included.; Evidence: MetaCyc:CPLX0-7950, UniProtKB:P77044, PMID:9315862catalyzes MetaCyc:CPLX0-7951 — catalyzes → RHEA:22582; Pentameric MhpD hydrates the dienol in the selected right-to-left Rhea direction. The opposite written master equation does not change the catabolic flow. Low-pH phosphate/sulfate-induced 60-subunit cages are not the constitutive pathway assembly.; Evidence: MetaCyc:CPLX0-7951, UniProtKB:P77608, PMID:9492273, PMID:20053352catalyzes UniProtKB:P51020 — enables → RHEA:22625; MhpE supplies the class-I aldol cleavage. Partially purified K-12 enzyme acted on one substrate enantiomer, presumed 4S from the preceding hydration; the current S-specific equation is a curated assignment. MhpF supports folding, so this edge does not assert independent monomer sufficiency.; Evidence: UniProtKB:P51020, PMID:9758851, PMID:9758851, PMID:16782065enables UniProtKB:P77580 — catalyzes → RHEA:23289; MhpF oxidizes acetaldehyde to acetyl-CoA using NAD and CoA, completing the native terminal module. Purified MhpF can be active as a monomer and in other oligomeric states; no single invariant MhpEF assembly is asserted.; Evidence: UniProtKB:P77580, PMID:23237860, PMID:16782065catalyzes UniProtKB:P0ABR5 — part_of → MetaCyc:HCAMULTI-CPLX; Predicted membership in the putative Hca system; the native component has no numeric coefficient, so neither stoichiometry nor a purified stable assembly is established.; Evidence: MetaCyc:HCAMULTI-CPLX, MetaCyc:PHENYLPRODIOXY-MONOMERpart of UniProtKB:Q47140 — part_of → MetaCyc:HCAMULTI-CPLX; Predicted membership in the putative Hca system; the native component has no numeric coefficient, so neither stoichiometry nor a purified stable assembly is established.; Evidence: MetaCyc:HCAMULTI-CPLX, MetaCyc:HCAA2-MONOMERpart of UniProtKB:P0ABW0 — part_of → MetaCyc:HCAMULTI-CPLX; Predicted membership in the putative Hca system; the native component has no numeric coefficient, so neither stoichiometry nor a purified stable assembly is established.; Evidence: MetaCyc:HCAMULTI-CPLX, MetaCyc:HCAC-MONOMERpart of UniProtKB:P77650 — part_of → MetaCyc:HCAMULTI-CPLX; Predicted membership in the putative Hca system; the native component has no numeric coefficient, so neither stoichiometry nor a purified stable assembly is established.; Evidence: MetaCyc:HCAMULTI-CPLX, MetaCyc:HCAD-MONOMERpart of UniProtKB:P0ABR9 — part_of → MetaCyc:DHPDIOXYGEN-CPLX; The native homomer contains 4 copies of this protein. This agrees with the inspected purified-enzyme assembly evidence.; Evidence: MetaCyc:DHPDIOXYGEN-CPLX, MetaCyc:DHPDIOXYGEN-MONOMER, UniProtKB:P0ABR9part of UniProtKB:P77044 — part_of → MetaCyc:CPLX0-7950; The native homomer contains 2 copies of this protein. This agrees with the inspected purified-enzyme assembly evidence.; Evidence: MetaCyc:CPLX0-7950, MetaCyc:MHPCHYDROL-MONOMER, UniProtKB:P77044part of UniProtKB:P77608 — part_of → MetaCyc:CPLX0-7951; The native homomer contains 5 copies of this protein. The pentamer is distinguished from the low-pH cage.; Evidence: MetaCyc:CPLX0-7951, MetaCyc:MHPDHYDROL-MONOMER, PMID:20053352part of UniProtKB:P0ABR5 — has_cofactor → CHEBI:190135; The HcaE Rieske-cluster assignment is curator inference, not an independently inspected binding measurement.; Evidence: UniProtKB:P0ABR5has cofactor UniProtKB:P0ABR5 — has_cofactor → CHEBI:24875; HcaE has an inferred iron-cation site. The source does not specify an oxidation state, so no Fe(II) substitution is made.; Evidence: UniProtKB:P0ABR5has cofactor UniProtKB:P77650 — has_cofactor → CHEBI:57692; FAD is retained as the reviewed HcaD cofactor annotation; this comment has no explicit experimental evidence code.; Evidence: UniProtKB:P77650has cofactor UniProtKB:P77397 — has_cofactor → CHEBI:57692; FAD binding is directly supported for purified W3110-derived MhpA. HPLC measured 0.81 mol FAD per mol protein, consistent with approximately equimolar binding under the reported preparation conditions. The current UniProt similarity annotation is retained as a distinct source fact.; Evidence: UniProtKB:P77397, PMID:31811039has cofactor UniProtKB:P0ABR9 — has_cofactor → CHEBI:29033; Purified MhpB requires non-heme Fe(II). Ascorbate was used for reactivation; this does not create an additional bound cofactor assignment.; Evidence: UniProtKB:P0ABR9, PMID:8399388has cofactor UniProtKB:P77608 — has_cofactor → CHEBI:29035; MhpD requires a divalent metal, with maximal measured activity using Mn(II); this is not a claim that all other metals are inactive.; Evidence: UniProtKB:P77608, PMID:9492273has cofactor UniProtKB:P0ABW0 — has_cofactor → CHEBI:190135; The K-12 HcaC Rieske cluster was experimentally characterized in recombinant protein expressed in BL21/Tuner hosts; the expression hosts are not a new pathway taxon claim.; Evidence: PMID:18286376, MetaCyc:HCAC-MONOMERhas cofactor UniProtKB:P77044 — located_in → GO:0005737; The current explicit cytoplasmic GO annotation is retained at protein scope; it does not assign every reaction or subunit a compartment.; Evidence: UniProtKB:P77044located in UniProtKB:P77608 — located_in → GO:0005737; The current explicit cytoplasmic GO annotation is retained at protein scope; it does not assign every reaction or subunit a compartment.; Evidence: UniProtKB:P77608located in RHEA:20358 — part_of → MetaCyc:PWY0-1277; This is one of all eight native transformations. Current source-issued Rhea chemistry is selected without adding the opposite direction as a second step.; Evidence: MetaCyc:HCAMHPDEG-PWY, MetaCyc:PWY0-1277, MetaCyc:HCAMULTI-RXN, RHEA:20357part of RHEA:25063 — part_of → MetaCyc:PWY0-1277; This is one of all eight native transformations. Current source-issued Rhea chemistry is selected without adding the opposite direction as a second step.; Evidence: MetaCyc:HCAMHPDEG-PWY, MetaCyc:PWY0-1277, MetaCyc:PHENPRODIOLDEHYDROG-RXN, RHEA:25062part of RHEA:24786 — part_of → MetaCyc:PWY0-1277; This is one of all eight native transformations. Current source-issued Rhea chemistry is selected without adding the opposite direction as a second step.; Evidence: MetaCyc:HCAMHPDEG-PWY, MetaCyc:PWY0-1277, MetaCyc:MHPHYDROXY-RXN, RHEA:24785part of RHEA:23841 — part_of → MetaCyc:PWY0-1277; This is one of all eight native transformations. Current source-issued Rhea chemistry is selected without adding the opposite direction as a second step.; Evidence: MetaCyc:HCAMHPDEG-PWY, MetaCyc:PWY0-1277, MetaCyc:1.13.11.16-RXN, RHEA:23840part of RHEA:34188 — part_of → MetaCyc:PWY0-1277; This is one of all eight native transformations. Current source-issued Rhea chemistry is selected without adding the opposite direction as a second step.; Evidence: MetaCyc:HCAMHPDEG-PWY, MetaCyc:PWY0-1277, UniProtKB:P77044, RHEA:34187part of RHEA:22582 — part_of → MetaCyc:PWY0-1277; This is one of all eight native transformations. Current source-issued Rhea chemistry is selected without adding the opposite direction as a second step.; Evidence: MetaCyc:PWY-5162, MetaCyc:PWY0-1277, MetaCyc:2-OXOPENT-4-ENOATE-HYDRATASE-RXN, RHEA:22580part of RHEA:22625 — part_of → MetaCyc:PWY0-1277; This is one of all eight native transformations. Current source-issued Rhea chemistry is selected without adding the opposite direction as a second step.; Evidence: MetaCyc:PWY-5162, MetaCyc:PWY0-1277, MetaCyc:MHPELY-RXN, RHEA:22624part of RHEA:23289 — part_of → MetaCyc:PWY0-1277; This is one of all eight native transformations. Current source-issued Rhea chemistry is selected without adding the opposite direction as a second step.; Evidence: MetaCyc:PWY-5162, MetaCyc:PWY0-1277, MetaCyc:ACETALD-DEHYDROG-RXN, RHEA:23288part of RHEA:20358 — provides_input_for → RHEA:25063; The upstream reaction supplies CHEBI:60087 to the downstream reaction. Native pathway order and current chemical-side identities have separate evidence.; Evidence: MetaCyc:HCAMHPDEG-PWY, RHEA:20357, RHEA:25062provides input for RHEA:25063 — provides_input_for → RHEA:23841; The upstream reaction supplies CHEBI:46951 to the downstream reaction. Native pathway order and current chemical-side identities have separate evidence.; Evidence: MetaCyc:HCAMHPDEG-PWY, RHEA:25062, RHEA:23840provides input for RHEA:24786 — provides_input_for → RHEA:23841; The upstream reaction supplies CHEBI:46951 to the downstream reaction. Native pathway order and current chemical-side identities have separate evidence.; Evidence: MetaCyc:HCAMHPDEG-PWY, RHEA:24785, RHEA:23840provides input for RHEA:23841 — provides_input_for → RHEA:34188; The upstream reaction supplies CHEBI:66887 to the downstream reaction. Native pathway order and current chemical-side identities have separate evidence.; Evidence: MetaCyc:HCAMHPDEG-PWY, RHEA:23840, RHEA:34187provides input for RHEA:34188 — provides_input_for → RHEA:22582; The upstream reaction supplies CHEBI:67152 to the downstream reaction. Native pathway order and current chemical-side identities have separate evidence.; Evidence: MetaCyc:PWY0-1277, RHEA:34187, RHEA:22580provides input for RHEA:22582 — provides_input_for → RHEA:22625; The upstream reaction supplies CHEBI:73143 to the downstream reaction. Native pathway order and current chemical-side identities have separate evidence.; Evidence: MetaCyc:PWY-5162, RHEA:22580, RHEA:22624provides input for RHEA:22625 — provides_input_for → RHEA:23289; The upstream reaction supplies CHEBI:15343 to the downstream reaction. Native pathway order and current chemical-side identities have separate evidence.; Evidence: MetaCyc:PWY-5162, RHEA:22624, RHEA:23288provides input for MetaCyc:PWY0-1277 — part_of → NCBITaxon:83333; The route is curated for K-12 lineage evidence. Native MG1655 annotations and experiments in W3110, DH5alpha and complemented K-12 derivatives are distinguished; this does not assert growth by every isolate or by heterologous hosts.; Evidence: MetaCyc:PWY0-1277, PMID:6345502, PMID:9603882, PMID:9098055, PMID:31811039part of 3-phenylpropionate; CHEBI:51057; Declared type: small_molecule small molecule 3-phenylpropionate NADH(2-); CHEBI:57945; Declared type: small_molecule small molecule NADH(2-) dioxygen; CHEBI:15379; Declared type: small_molecule small molecule dioxygen hydron; CHEBI:15378; Declared type: small_molecule small molecule hydron 3-(cis-5,6-dihydroxycyclohexa-1,3-dienyl)propanoate; CHEBI:60087; Declared type: small_molecule small molecule 3-(cis-5,6- dihydroxycyclohexa-1,3- dienyl)propanoate NAD(1-); CHEBI:57540; Declared type: small_molecule small molecule NAD(1-) 3-(2,3-dihydroxyphenyl)propanoate; CHEBI:46951; Declared type: small_molecule small molecule 3-(2,3- dihydroxyphenyl)propanoate 3-(3-hydroxyphenyl)propanoate; CHEBI:57277; Declared type: small_molecule small molecule 3-(3- hydroxyphenyl)propanoate water; CHEBI:15377; Declared type: small_molecule small molecule water (2Z,4E)-2-hydroxy-6-oxonona-2,4-dienedioate(2-); CHEBI:66887; Declared type: small_molecule small molecule (2Z,4E)-2-hydroxy-6-oxonona- 2,4-dienedioate(2-) (2Z)-2-hydroxypenta-2,4-dienoate; CHEBI:67152; Declared type: small_molecule small molecule (2Z)-2-hydroxypenta-2,4- dienoate succinate(2-); CHEBI:30031; Declared type: small_molecule small molecule succinate(2-) (S)-4-hydroxy-2-oxopentanoate; CHEBI:73143; Declared type: small_molecule small molecule (S)-4-hydroxy-2- oxopentanoate acetaldehyde; CHEBI:15343; Declared type: small_molecule small molecule acetaldehyde pyruvate; CHEBI:15361; Declared type: small_molecule small molecule pyruvate coenzyme A(4-); CHEBI:57287; Declared type: small_molecule small molecule coenzyme A(4-) acetyl-CoA(4-); CHEBI:57288; Declared type: small_molecule small molecule acetyl-CoA(4-) di-mu-sulfido-diiron; CHEBI:190135; Declared type: cofactor cofactor di-mu-sulfido-diiron iron cation; CHEBI:24875; Declared type: cofactor cofactor iron cation FAD(3-); CHEBI:57692; Declared type: cofactor cofactor FAD(3-) iron(2+); CHEBI:29033; Declared type: cofactor cofactor iron(2+) manganese(2+); CHEBI:29035; Declared type: cofactor cofactor manganese(2+) 3-phenylpropionate/cinnamic acid dioxygenase subunit alpha; UniProtKB:P0ABR5; Declared type: protein protein 3-phenylpropionate/cinnamic acid dioxygenase subunit alpha 3-phenylpropionate/cinnamic acid dioxygenase subunit beta; UniProtKB:Q47140; Declared type: protein protein 3-phenylpropionate/cinnamic acid dioxygenase subunit beta 3-phenylpropionate/cinnamic acid dioxygenase ferredoxin subunit; UniProtKB:P0ABW0; Declared type: protein protein 3-phenylpropionate/cinnamic acid dioxygenase ferredoxin subunit 3-phenylpropionate/cinnamic acid dioxygenase ferredoxin--NAD(+) reductase component; UniProtKB:P77650; Declared type: protein protein 3-phenylpropionate/cinnamic acid dioxygenase ferredoxin --NAD(+) reductase component 3-phenylpropionate-dihydrodiol/cinnamic acid-dihydrodiol dehydrogenase; UniProtKB:P0CI31; Declared type: protein protein 3-phenylpropionate- dihydrodiol/cinnamic acid- dihydrodiol dehydrogenase 3-(3-hydroxy-phenyl)propionate/3-hydroxycinnamic acid hydroxylase; UniProtKB:P77397; Declared type: protein protein 3-(3-hydroxy-phenyl)propiona te/3-hydroxycinnamic acid hydroxylase 2,3-dihydroxyphenylpropionate/2,3-dihydroxicinnamic acid 1,2-dioxygenase; UniProtKB:P0ABR9; Declared type: protein protein 2,3- dihydroxyphenylpropionate/2, 3-dihydroxicinnamic acid 1,2-dioxygenase 2-hydroxy-6-oxononadienedioate/2-hydroxy-6-oxononatrienedioate hydrolase; UniProtKB:P77044; Declared type: protein protein 2-hydroxy-6- oxononadienedioate/2- hydroxy-6- oxononatrienedioate hydrolase 2-keto-4-pentenoate hydratase; UniProtKB:P77608; Declared type: protein protein 2-keto-4-pentenoate hydratase 4-hydroxy-2-oxovalerate aldolase; UniProtKB:P51020; Declared type: protein protein 4-hydroxy-2-oxovalerate aldolase Acetaldehyde dehydrogenase; UniProtKB:P77580; Declared type: protein protein Acetaldehyde dehydrogenase putative 3-phenylpropionate/cinnamate dioxygenase; MetaCyc:HCAMULTI-CPLX; Declared type: complex complex putative 3-phenylpropionate/cinnamate dioxygenase 3-carboxyethylcatechol 2,3-dioxygenase; MetaCyc:DHPDIOXYGEN-CPLX; Declared type: complex complex 3-carboxyethylcatechol 2,3-dioxygenase 2-hydroxy-6-oxononatrienedioate hydrolase; MetaCyc:CPLX0-7950; Declared type: complex complex 2-hydroxy-6- oxononatrienedioate hydrolase 2-hydroxypentadienoate hydratase; MetaCyc:CPLX0-7951; Declared type: complex complex 2-hydroxypentadienoate hydratase cytoplasm; GO:0005737; Declared type: cellular_component cellular component cytoplasm 3-phenylpropanoate + NADH + O2 + H(+) => 3-(cis-5,6-dihydroxycyclohexa-1,3-dien-1-yl)propanoate + NAD(+); RHEA:20358; Declared type: molecular_activity; Source reaction direction: left_to_right molecular activity 3-phenylpropanoate + NADH + O2 + H(+) => 3-(cis-5,6- dihydroxycyclohexa-1,3-dien- 1-yl)propanoate + NAD(+) 3-(cis-5,6-dihydroxycyclohexa-1,3-dien-1-yl)propanoate + NAD(+) => 3-(2,3-dihydroxyphenyl)propanoate + NADH + H(+); RHEA:25063; Declared type: molecular_activity; Source reaction direction: left_to_right molecular activity 3-(cis-5,6- dihydroxycyclohexa-1,3-dien- 1-yl)propanoate + NAD(+) => 3-(2,3- dihydroxyphenyl)propanoate + NADH + H(+) 3-(3-hydroxyphenyl)propanoate + NADH + O2 + H(+) => 3-(2,3-dihydroxyphenyl)propanoate + NAD(+) + H2O; RHEA:24786; Declared type: molecular_activity; Source reaction direction: left_to_right molecular activity 3-(3- hydroxyphenyl)propanoate + NADH + O2 + H(+) => 3-(2,3- dihydroxyphenyl)propanoate + NAD(+) + H2O 3-(2,3-dihydroxyphenyl)propanoate + O2 => (2Z,4E)-2-hydroxy-6-oxonona-2,4-dienedioate + H(+); RHEA:23841; Declared type: molecular_activity; Source reaction direction: left_to_right molecular activity 3-(2,3- dihydroxyphenyl)propanoate + O2 => (2Z,4E)-2-hydroxy-6- oxonona-2,4-dienedioate + H(+) (2Z,4E)-2-hydroxy-6-oxonona-2,4-dienedioate + H2O => (2Z)-2-hydroxypenta-2,4-dienoate + succinate + H(+); RHEA:34188; Declared type: molecular_activity; Source reaction direction: left_to_right molecular activity (2Z,4E)-2-hydroxy-6-oxonona- 2,4-dienedioate + H2O => (2Z )-2-hydroxypenta-2,4- dienoate + succinate + H(+) (2Z)-2-hydroxypenta-2,4-dienoate + H2O => (S)-4-hydroxy-2-oxopentanoate; RHEA:22582; Declared type: molecular_activity; Source reaction direction: right_to_left molecular activity (2Z)-2-hydroxypenta-2,4- dienoate + H2O => (S)-4- hydroxy-2-oxopentanoate (S)-4-hydroxy-2-oxopentanoate => acetaldehyde + pyruvate; RHEA:22625; Declared type: molecular_activity; Source reaction direction: left_to_right molecular activity (S)-4-hydroxy-2- oxopentanoate => acetaldehyde + pyruvate acetaldehyde + NAD(+) + CoA => acetyl-CoA + NADH + H(+); RHEA:23289; Declared type: molecular_activity; Source reaction direction: left_to_right molecular activity acetaldehyde + NAD(+) + CoA => acetyl-CoA + NADH + H(+) Escherichia coli K-12; NCBITaxon:83333; Declared type: taxon taxon Escherichia coli K-12 3-phenylpropanoate and 3-(3-hydroxyphenyl)propanoate degradation; MetaCyc:PWY0-1277; Declared type: pathway pathway 3-phenylpropanoate and 3-(3- hydroxyphenyl)propanoate degradation

Components and activities

Declared biological components and source reaction directions
NodeKind or roleSource direction
Escherichia coli K-12
NCBITaxon:83333		taxon
3-phenylpropionate
CHEBI:51057		small molecule
NADH(2-)
CHEBI:57945		small molecule
dioxygen
CHEBI:15379		small molecule
hydron
CHEBI:15378		small molecule
3-(cis-5,6-dihydroxycyclohexa-1,3-dienyl)propanoate
CHEBI:60087		small molecule
NAD(1-)
CHEBI:57540		small molecule
3-(2,3-dihydroxyphenyl)propanoate
CHEBI:46951		small molecule
3-(3-hydroxyphenyl)propanoate
CHEBI:57277		small molecule
water
CHEBI:15377		small molecule
(2Z,4E)-2-hydroxy-6-oxonona-2,4-dienedioate(2-)
CHEBI:66887		small molecule
(2Z)-2-hydroxypenta-2,4-dienoate
CHEBI:67152		small molecule
succinate(2-)
CHEBI:30031		small molecule
(S)-4-hydroxy-2-oxopentanoate
CHEBI:73143		small molecule
acetaldehyde
CHEBI:15343		small molecule
pyruvate
CHEBI:15361		small molecule
coenzyme A(4-)
CHEBI:57287		small molecule
acetyl-CoA(4-)
CHEBI:57288		small molecule
di-mu-sulfido-diiron
CHEBI:190135		cofactor
iron cation
CHEBI:24875		cofactor
FAD(3-)
CHEBI:57692		cofactor
iron(2+)
CHEBI:29033		cofactor
manganese(2+)
CHEBI:29035		cofactor
3-phenylpropionate/cinnamic acid dioxygenase subunit alpha
UniProtKB:P0ABR5		protein
3-phenylpropionate/cinnamic acid dioxygenase subunit beta
UniProtKB:Q47140		protein
3-phenylpropionate/cinnamic acid dioxygenase ferredoxin subunit
UniProtKB:P0ABW0		protein
3-phenylpropionate/cinnamic acid dioxygenase ferredoxin--NAD(+) reductase component
UniProtKB:P77650		protein
3-phenylpropionate-dihydrodiol/cinnamic acid-dihydrodiol dehydrogenase
UniProtKB:P0CI31		protein
3-(3-hydroxy-phenyl)propionate/3-hydroxycinnamic acid hydroxylase
UniProtKB:P77397		protein
2,3-dihydroxyphenylpropionate/2,3-dihydroxicinnamic acid 1,2-dioxygenase
UniProtKB:P0ABR9		protein
2-hydroxy-6-oxononadienedioate/2-hydroxy-6-oxononatrienedioate hydrolase
UniProtKB:P77044		protein
2-keto-4-pentenoate hydratase
UniProtKB:P77608		protein
4-hydroxy-2-oxovalerate aldolase
UniProtKB:P51020		protein
Acetaldehyde dehydrogenase
UniProtKB:P77580		protein
putative 3-phenylpropionate/cinnamate dioxygenase
MetaCyc:HCAMULTI-CPLX		complex
3-carboxyethylcatechol 2,3-dioxygenase
MetaCyc:DHPDIOXYGEN-CPLX		complex
2-hydroxy-6-oxononatrienedioate hydrolase
MetaCyc:CPLX0-7950		complex
2-hydroxypentadienoate hydratase
MetaCyc:CPLX0-7951		complex
cytoplasm
GO:0005737		cellular component
3-phenylpropanoate + NADH + O2 + H(+) => 3-(cis-5,6-dihydroxycyclohexa-1,3-dien-1-yl)propanoate + NAD(+)
RHEA:20358		molecular activityleft to right
3-(cis-5,6-dihydroxycyclohexa-1,3-dien-1-yl)propanoate + NAD(+) => 3-(2,3-dihydroxyphenyl)propanoate + NADH + H(+)
RHEA:25063		molecular activityleft to right
3-(3-hydroxyphenyl)propanoate + NADH + O2 + H(+) => 3-(2,3-dihydroxyphenyl)propanoate + NAD(+) + H2O
RHEA:24786		molecular activityleft to right
3-(2,3-dihydroxyphenyl)propanoate + O2 => (2Z,4E)-2-hydroxy-6-oxonona-2,4-dienedioate + H(+)
RHEA:23841		molecular activityleft to right
(2Z,4E)-2-hydroxy-6-oxonona-2,4-dienedioate + H2O => (2Z)-2-hydroxypenta-2,4-dienoate + succinate + H(+)
RHEA:34188		molecular activityleft to right
(2Z)-2-hydroxypenta-2,4-dienoate + H2O => (S)-4-hydroxy-2-oxopentanoate
RHEA:22582		molecular activityright to left
(S)-4-hydroxy-2-oxopentanoate => acetaldehyde + pyruvate
RHEA:22625		molecular activityleft to right
acetaldehyde + NAD(+) + CoA => acetyl-CoA + NADH + H(+)
RHEA:23289		molecular activityleft to right

Mechanistic edges

Mechanistic edges and their cited evidence
SubjectPredicate and descriptionObjectEvidence
3-phenylpropionate
CHEBI:51057		consumes

Coefficient 1 in the selected Rhea 142 catabolic direction; the stated charge and stereochemical scope are retained.

3-phenylpropanoate + NADH + O2 + H(+) => 3-(cis-5,6-dihydroxycyclohexa-1,3-dien-1-yl)propanoate + NAD(+)
RHEA:20358
  • RHEA:20357

    Source assertion: RHEA:20358 substrates side 20357_L contains coefficient 1 of Participant_20357_compound_5401; its compound accession is CHEBI:51057.

    Source locationhttp://rdf.rhea-db.org/20358 rh:substrates; http://rdf.rhea-db.org/20357_L rh:contains1 http://rdf.rhea-db.org/Participant_20357_compound_5401; rh:compound http://rdf.rhea-db.org/Compound_5401; rh:accession
NADH(2-)
CHEBI:57945		consumes

Coefficient 1 in the selected Rhea 142 catabolic direction; the stated charge and stereochemical scope are retained.

3-phenylpropanoate + NADH + O2 + H(+) => 3-(cis-5,6-dihydroxycyclohexa-1,3-dien-1-yl)propanoate + NAD(+)
RHEA:20358
  • RHEA:20357

    Source assertion: RHEA:20358 substrates side 20357_L contains coefficient 1 of Participant_20357_compound_1650; its compound accession is CHEBI:57945.

    Source locationhttp://rdf.rhea-db.org/20358 rh:substrates; http://rdf.rhea-db.org/20357_L rh:contains1 http://rdf.rhea-db.org/Participant_20357_compound_1650; rh:compound http://rdf.rhea-db.org/Compound_1650; rh:accession
dioxygen
CHEBI:15379		consumes

Coefficient 1 in the selected Rhea 142 catabolic direction; the stated charge and stereochemical scope are retained.

3-phenylpropanoate + NADH + O2 + H(+) => 3-(cis-5,6-dihydroxycyclohexa-1,3-dien-1-yl)propanoate + NAD(+)
RHEA:20358
  • RHEA:20357

    Source assertion: RHEA:20358 substrates side 20357_L contains coefficient 1 of Participant_20357_compound_1198; its compound accession is CHEBI:15379.

    Source locationhttp://rdf.rhea-db.org/20358 rh:substrates; http://rdf.rhea-db.org/20357_L rh:contains1 http://rdf.rhea-db.org/Participant_20357_compound_1198; rh:compound http://rdf.rhea-db.org/Compound_1198; rh:accession
hydron
CHEBI:15378		consumes

Coefficient 1 in the selected Rhea 142 catabolic direction; the stated charge and stereochemical scope are retained.

3-phenylpropanoate + NADH + O2 + H(+) => 3-(cis-5,6-dihydroxycyclohexa-1,3-dien-1-yl)propanoate + NAD(+)
RHEA:20358
  • RHEA:20357

    Source assertion: RHEA:20358 substrates side 20357_L contains coefficient 1 of Participant_20357_compound_3249; its compound accession is CHEBI:15378.

    Source locationhttp://rdf.rhea-db.org/20358 rh:substrates; http://rdf.rhea-db.org/20357_L rh:contains1 http://rdf.rhea-db.org/Participant_20357_compound_3249; rh:compound http://rdf.rhea-db.org/Compound_3249; rh:accession
3-phenylpropanoate + NADH + O2 + H(+) => 3-(cis-5,6-dihydroxycyclohexa-1,3-dien-1-yl)propanoate + NAD(+)
RHEA:20358		produces

Coefficient 1 in the selected Rhea 142 catabolic direction; the stated charge and stereochemical scope are retained. This is the relative-cis parent, broader than the native absolute-isomer cross-reference.

3-(cis-5,6-dihydroxycyclohexa-1,3-dienyl)propanoate
CHEBI:60087
  • RHEA:20357

    Source assertion: RHEA:20358 products side 20357_R contains coefficient 1 of Participant_20357_compound_6210; its compound accession is CHEBI:60087.

    Source locationhttp://rdf.rhea-db.org/20358 rh:products; http://rdf.rhea-db.org/20357_R rh:contains1 http://rdf.rhea-db.org/Participant_20357_compound_6210; rh:compound http://rdf.rhea-db.org/Compound_6210; rh:accession
  • MetaCyc:CARBOXYETHYL-3-5-CYCLOHEXADIENE-1-2-DIOL

    Source assertion: The native compound cross-references CHEBI:60088 and retains its absolute-isomer InChI. This is narrower than the selected relative-cis Rhea participant.

    Source locationCompound[@frameid="CARBOXYETHYL-3-5-CYCLOHEXADIENE-1-2-DIOL"]/dblink[dblink-db="CHEBI"]; inchi
  • CHEBI:60088

    Source assertion: CHEBI:60088 is explicitly a subclass of CHEBI:60087; their identical serialized InChI does not remove the stated absolute versus relative-cis ontology distinction.

    Source locationstatements: subject CHEBI:60088; rdfs:subClassOf CHEBI:60087; chemrof:inchi_string; rdfs:label
3-phenylpropanoate + NADH + O2 + H(+) => 3-(cis-5,6-dihydroxycyclohexa-1,3-dien-1-yl)propanoate + NAD(+)
RHEA:20358		produces

Coefficient 1 in the selected Rhea 142 catabolic direction; the stated charge and stereochemical scope are retained.

NAD(1-)
CHEBI:57540
  • RHEA:20357

    Source assertion: RHEA:20358 products side 20357_R contains coefficient 1 of Participant_20357_compound_3484; its compound accession is CHEBI:57540.

    Source locationhttp://rdf.rhea-db.org/20358 rh:products; http://rdf.rhea-db.org/20357_R rh:contains1 http://rdf.rhea-db.org/Participant_20357_compound_3484; rh:compound http://rdf.rhea-db.org/Compound_3484; rh:accession
3-(cis-5,6-dihydroxycyclohexa-1,3-dienyl)propanoate
CHEBI:60087		consumes

Coefficient 1 in the selected Rhea 142 catabolic direction; the stated charge and stereochemical scope are retained. This is the relative-cis parent, broader than the native absolute-isomer cross-reference.

3-(cis-5,6-dihydroxycyclohexa-1,3-dien-1-yl)propanoate + NAD(+) => 3-(2,3-dihydroxyphenyl)propanoate + NADH + H(+)
RHEA:25063
  • RHEA:25062

    Source assertion: RHEA:25063 substrates side 25062_L contains coefficient 1 of Participant_25062_compound_6210; its compound accession is CHEBI:60087.

    Source locationhttp://rdf.rhea-db.org/25063 rh:substrates; http://rdf.rhea-db.org/25062_L rh:contains1 http://rdf.rhea-db.org/Participant_25062_compound_6210; rh:compound http://rdf.rhea-db.org/Compound_6210; rh:accession
  • MetaCyc:CARBOXYETHYL-3-5-CYCLOHEXADIENE-1-2-DIOL

    Source assertion: The native compound cross-references CHEBI:60088 and retains its absolute-isomer InChI. This is narrower than the selected relative-cis Rhea participant.

    Source locationCompound[@frameid="CARBOXYETHYL-3-5-CYCLOHEXADIENE-1-2-DIOL"]/dblink[dblink-db="CHEBI"]; inchi
  • CHEBI:60088

    Source assertion: CHEBI:60088 is explicitly a subclass of CHEBI:60087; their identical serialized InChI does not remove the stated absolute versus relative-cis ontology distinction.

    Source locationstatements: subject CHEBI:60088; rdfs:subClassOf CHEBI:60087; chemrof:inchi_string; rdfs:label
NAD(1-)
CHEBI:57540		consumes

Coefficient 1 in the selected Rhea 142 catabolic direction; the stated charge and stereochemical scope are retained.

3-(cis-5,6-dihydroxycyclohexa-1,3-dien-1-yl)propanoate + NAD(+) => 3-(2,3-dihydroxyphenyl)propanoate + NADH + H(+)
RHEA:25063
  • RHEA:25062

    Source assertion: RHEA:25063 substrates side 25062_L contains coefficient 1 of Participant_25062_compound_3484; its compound accession is CHEBI:57540.

    Source locationhttp://rdf.rhea-db.org/25063 rh:substrates; http://rdf.rhea-db.org/25062_L rh:contains1 http://rdf.rhea-db.org/Participant_25062_compound_3484; rh:compound http://rdf.rhea-db.org/Compound_3484; rh:accession
3-(cis-5,6-dihydroxycyclohexa-1,3-dien-1-yl)propanoate + NAD(+) => 3-(2,3-dihydroxyphenyl)propanoate + NADH + H(+)
RHEA:25063		produces

Coefficient 1 in the selected Rhea 142 catabolic direction; the stated charge and stereochemical scope are retained.

3-(2,3-dihydroxyphenyl)propanoate
CHEBI:46951
  • RHEA:25062

    Source assertion: RHEA:25063 products side 25062_R contains coefficient 1 of Participant_25062_compound_2958; its compound accession is CHEBI:46951.

    Source locationhttp://rdf.rhea-db.org/25063 rh:products; http://rdf.rhea-db.org/25062_R rh:contains1 http://rdf.rhea-db.org/Participant_25062_compound_2958; rh:compound http://rdf.rhea-db.org/Compound_2958; rh:accession
3-(cis-5,6-dihydroxycyclohexa-1,3-dien-1-yl)propanoate + NAD(+) => 3-(2,3-dihydroxyphenyl)propanoate + NADH + H(+)
RHEA:25063		produces

Coefficient 1 in the selected Rhea 142 catabolic direction; the stated charge and stereochemical scope are retained.

NADH(2-)
CHEBI:57945
  • RHEA:25062

    Source assertion: RHEA:25063 products side 25062_R contains coefficient 1 of Participant_25062_compound_1650; its compound accession is CHEBI:57945.

    Source locationhttp://rdf.rhea-db.org/25063 rh:products; http://rdf.rhea-db.org/25062_R rh:contains1 http://rdf.rhea-db.org/Participant_25062_compound_1650; rh:compound http://rdf.rhea-db.org/Compound_1650; rh:accession
3-(cis-5,6-dihydroxycyclohexa-1,3-dien-1-yl)propanoate + NAD(+) => 3-(2,3-dihydroxyphenyl)propanoate + NADH + H(+)
RHEA:25063		produces

Coefficient 1 in the selected Rhea 142 catabolic direction; the stated charge and stereochemical scope are retained.

hydron
CHEBI:15378
  • RHEA:25062

    Source assertion: RHEA:25063 products side 25062_R contains coefficient 1 of Participant_25062_compound_3249; its compound accession is CHEBI:15378.

    Source locationhttp://rdf.rhea-db.org/25063 rh:products; http://rdf.rhea-db.org/25062_R rh:contains1 http://rdf.rhea-db.org/Participant_25062_compound_3249; rh:compound http://rdf.rhea-db.org/Compound_3249; rh:accession
3-(3-hydroxyphenyl)propanoate
CHEBI:57277		consumes

Coefficient 1 in the selected Rhea 142 catabolic direction; the stated charge and stereochemical scope are retained.

3-(3-hydroxyphenyl)propanoate + NADH + O2 + H(+) => 3-(2,3-dihydroxyphenyl)propanoate + NAD(+) + H2O
RHEA:24786
  • RHEA:24785

    Source assertion: RHEA:24786 substrates side 24785_L contains coefficient 1 of Participant_24785_compound_5320; its compound accession is CHEBI:57277.

    Source locationhttp://rdf.rhea-db.org/24786 rh:substrates; http://rdf.rhea-db.org/24785_L rh:contains1 http://rdf.rhea-db.org/Participant_24785_compound_5320; rh:compound http://rdf.rhea-db.org/Compound_5320; rh:accession
NADH(2-)
CHEBI:57945		consumes

Coefficient 1 in the selected Rhea 142 catabolic direction; the stated charge and stereochemical scope are retained.

3-(3-hydroxyphenyl)propanoate + NADH + O2 + H(+) => 3-(2,3-dihydroxyphenyl)propanoate + NAD(+) + H2O
RHEA:24786
  • RHEA:24785

    Source assertion: RHEA:24786 substrates side 24785_L contains coefficient 1 of Participant_24785_compound_1650; its compound accession is CHEBI:57945.

    Source locationhttp://rdf.rhea-db.org/24786 rh:substrates; http://rdf.rhea-db.org/24785_L rh:contains1 http://rdf.rhea-db.org/Participant_24785_compound_1650; rh:compound http://rdf.rhea-db.org/Compound_1650; rh:accession
dioxygen
CHEBI:15379		consumes

Coefficient 1 in the selected Rhea 142 catabolic direction; the stated charge and stereochemical scope are retained.

3-(3-hydroxyphenyl)propanoate + NADH + O2 + H(+) => 3-(2,3-dihydroxyphenyl)propanoate + NAD(+) + H2O
RHEA:24786
  • RHEA:24785

    Source assertion: RHEA:24786 substrates side 24785_L contains coefficient 1 of Participant_24785_compound_1198; its compound accession is CHEBI:15379.

    Source locationhttp://rdf.rhea-db.org/24786 rh:substrates; http://rdf.rhea-db.org/24785_L rh:contains1 http://rdf.rhea-db.org/Participant_24785_compound_1198; rh:compound http://rdf.rhea-db.org/Compound_1198; rh:accession
hydron
CHEBI:15378		consumes

Coefficient 1 in the selected Rhea 142 catabolic direction; the stated charge and stereochemical scope are retained.

3-(3-hydroxyphenyl)propanoate + NADH + O2 + H(+) => 3-(2,3-dihydroxyphenyl)propanoate + NAD(+) + H2O
RHEA:24786
  • RHEA:24785

    Source assertion: RHEA:24786 substrates side 24785_L contains coefficient 1 of Participant_24785_compound_3249; its compound accession is CHEBI:15378.

    Source locationhttp://rdf.rhea-db.org/24786 rh:substrates; http://rdf.rhea-db.org/24785_L rh:contains1 http://rdf.rhea-db.org/Participant_24785_compound_3249; rh:compound http://rdf.rhea-db.org/Compound_3249; rh:accession
3-(3-hydroxyphenyl)propanoate + NADH + O2 + H(+) => 3-(2,3-dihydroxyphenyl)propanoate + NAD(+) + H2O
RHEA:24786		produces

Coefficient 1 in the selected Rhea 142 catabolic direction; the stated charge and stereochemical scope are retained.

3-(2,3-dihydroxyphenyl)propanoate
CHEBI:46951
  • RHEA:24785

    Source assertion: RHEA:24786 products side 24785_R contains coefficient 1 of Participant_24785_compound_2958; its compound accession is CHEBI:46951.

    Source locationhttp://rdf.rhea-db.org/24786 rh:products; http://rdf.rhea-db.org/24785_R rh:contains1 http://rdf.rhea-db.org/Participant_24785_compound_2958; rh:compound http://rdf.rhea-db.org/Compound_2958; rh:accession
3-(3-hydroxyphenyl)propanoate + NADH + O2 + H(+) => 3-(2,3-dihydroxyphenyl)propanoate + NAD(+) + H2O
RHEA:24786		produces

Coefficient 1 in the selected Rhea 142 catabolic direction; the stated charge and stereochemical scope are retained.

NAD(1-)
CHEBI:57540
  • RHEA:24785

    Source assertion: RHEA:24786 products side 24785_R contains coefficient 1 of Participant_24785_compound_3484; its compound accession is CHEBI:57540.

    Source locationhttp://rdf.rhea-db.org/24786 rh:products; http://rdf.rhea-db.org/24785_R rh:contains1 http://rdf.rhea-db.org/Participant_24785_compound_3484; rh:compound http://rdf.rhea-db.org/Compound_3484; rh:accession
3-(3-hydroxyphenyl)propanoate + NADH + O2 + H(+) => 3-(2,3-dihydroxyphenyl)propanoate + NAD(+) + H2O
RHEA:24786		produces

Coefficient 1 in the selected Rhea 142 catabolic direction; the stated charge and stereochemical scope are retained.

water
CHEBI:15377
  • RHEA:24785

    Source assertion: RHEA:24786 products side 24785_R contains coefficient 1 of Participant_24785_compound_1283; its compound accession is CHEBI:15377.

    Source locationhttp://rdf.rhea-db.org/24786 rh:products; http://rdf.rhea-db.org/24785_R rh:contains1 http://rdf.rhea-db.org/Participant_24785_compound_1283; rh:compound http://rdf.rhea-db.org/Compound_1283; rh:accession
3-(2,3-dihydroxyphenyl)propanoate
CHEBI:46951		consumes

Coefficient 1 in the selected Rhea 142 catabolic direction; the stated charge and stereochemical scope are retained.

3-(2,3-dihydroxyphenyl)propanoate + O2 => (2Z,4E)-2-hydroxy-6-oxonona-2,4-dienedioate + H(+)
RHEA:23841
  • RHEA:23840

    Source assertion: RHEA:23841 substrates side 23840_L contains coefficient 1 of Participant_23840_compound_2958; its compound accession is CHEBI:46951.

    Source locationhttp://rdf.rhea-db.org/23841 rh:substrates; http://rdf.rhea-db.org/23840_L rh:contains1 http://rdf.rhea-db.org/Participant_23840_compound_2958; rh:compound http://rdf.rhea-db.org/Compound_2958; rh:accession
dioxygen
CHEBI:15379		consumes

Coefficient 1 in the selected Rhea 142 catabolic direction; the stated charge and stereochemical scope are retained.

3-(2,3-dihydroxyphenyl)propanoate + O2 => (2Z,4E)-2-hydroxy-6-oxonona-2,4-dienedioate + H(+)
RHEA:23841
  • RHEA:23840

    Source assertion: RHEA:23841 substrates side 23840_L contains coefficient 1 of Participant_23840_compound_1198; its compound accession is CHEBI:15379.

    Source locationhttp://rdf.rhea-db.org/23841 rh:substrates; http://rdf.rhea-db.org/23840_L rh:contains1 http://rdf.rhea-db.org/Participant_23840_compound_1198; rh:compound http://rdf.rhea-db.org/Compound_1198; rh:accession
3-(2,3-dihydroxyphenyl)propanoate + O2 => (2Z,4E)-2-hydroxy-6-oxonona-2,4-dienedioate + H(+)
RHEA:23841		produces

Coefficient 1 in the selected Rhea 142 catabolic direction; the stated charge and stereochemical scope are retained. The native compound name and InChI support (2Z,4E); its conflicting (2E,4Z) ChEBI cross-reference is rejected.

(2Z,4E)-2-hydroxy-6-oxonona-2,4-dienedioate(2-)
CHEBI:66887
  • RHEA:23840

    Source assertion: RHEA:23841 products side 23840_R contains coefficient 1 of Participant_23840_compound_7449; its compound accession is CHEBI:66887.

    Source locationhttp://rdf.rhea-db.org/23841 rh:products; http://rdf.rhea-db.org/23840_R rh:contains1 http://rdf.rhea-db.org/Participant_23840_compound_7449; rh:compound http://rdf.rhea-db.org/Compound_7449; rh:accession
  • MetaCyc:CPD-157

    Source assertion: The native compound name is (2Z,4E) and its InChI ends /b2-1+,7-3-. The separate CHEBI:61449 cross-reference is inconsistent with that structure and is rejected.

    Source locationCompound[@frameid="CPD-157"]/common-name; inchi; dblink[dblink-db="CHEBI"]
  • CHEBI:66887

    Source assertion: CHEBI:66887 is (2Z,4E) with the exact native CPD-157 InChI. CHEBI:61449 instead has (2E,4Z) and /b2-1-,7-3+; these are not equivalent structures.

    Source locationstatements: subjects CHEBI:66887 and CHEBI:61449; chemrof:inchi_string; rdfs:label
3-(2,3-dihydroxyphenyl)propanoate + O2 => (2Z,4E)-2-hydroxy-6-oxonona-2,4-dienedioate + H(+)
RHEA:23841		produces

Coefficient 1 in the selected Rhea 142 catabolic direction; the stated charge and stereochemical scope are retained.

hydron
CHEBI:15378
  • RHEA:23840

    Source assertion: RHEA:23841 products side 23840_R contains coefficient 1 of Participant_23840_compound_3249; its compound accession is CHEBI:15378.

    Source locationhttp://rdf.rhea-db.org/23841 rh:products; http://rdf.rhea-db.org/23840_R rh:contains1 http://rdf.rhea-db.org/Participant_23840_compound_3249; rh:compound http://rdf.rhea-db.org/Compound_3249; rh:accession
(2Z,4E)-2-hydroxy-6-oxonona-2,4-dienedioate(2-)
CHEBI:66887		consumes

Coefficient 1 in the selected Rhea 142 catabolic direction; the stated charge and stereochemical scope are retained. The native compound name and InChI support (2Z,4E); its conflicting (2E,4Z) ChEBI cross-reference is rejected.

(2Z,4E)-2-hydroxy-6-oxonona-2,4-dienedioate + H2O => (2Z)-2-hydroxypenta-2,4-dienoate + succinate + H(+)
RHEA:34188
  • RHEA:34187

    Source assertion: RHEA:34188 substrates side 34187_L contains coefficient 1 of Participant_34187_compound_7449; its compound accession is CHEBI:66887.

    Source locationhttp://rdf.rhea-db.org/34188 rh:substrates; http://rdf.rhea-db.org/34187_L rh:contains1 http://rdf.rhea-db.org/Participant_34187_compound_7449; rh:compound http://rdf.rhea-db.org/Compound_7449; rh:accession
  • MetaCyc:CPD-157

    Source assertion: The native compound name is (2Z,4E) and its InChI ends /b2-1+,7-3-. The separate CHEBI:61449 cross-reference is inconsistent with that structure and is rejected.

    Source locationCompound[@frameid="CPD-157"]/common-name; inchi; dblink[dblink-db="CHEBI"]
  • CHEBI:66887

    Source assertion: CHEBI:66887 is (2Z,4E) with the exact native CPD-157 InChI. CHEBI:61449 instead has (2E,4Z) and /b2-1-,7-3+; these are not equivalent structures.

    Source locationstatements: subjects CHEBI:66887 and CHEBI:61449; chemrof:inchi_string; rdfs:label
water
CHEBI:15377		consumes

Coefficient 1 in the selected Rhea 142 catabolic direction; the stated charge and stereochemical scope are retained.

(2Z,4E)-2-hydroxy-6-oxonona-2,4-dienedioate + H2O => (2Z)-2-hydroxypenta-2,4-dienoate + succinate + H(+)
RHEA:34188
  • RHEA:34187

    Source assertion: RHEA:34188 substrates side 34187_L contains coefficient 1 of Participant_34187_compound_1283; its compound accession is CHEBI:15377.

    Source locationhttp://rdf.rhea-db.org/34188 rh:substrates; http://rdf.rhea-db.org/34187_L rh:contains1 http://rdf.rhea-db.org/Participant_34187_compound_1283; rh:compound http://rdf.rhea-db.org/Compound_1283; rh:accession
(2Z,4E)-2-hydroxy-6-oxonona-2,4-dienedioate + H2O => (2Z)-2-hydroxypenta-2,4-dienoate + succinate + H(+)
RHEA:34188		produces

Coefficient 1 in the selected Rhea 142 catabolic direction; the stated charge and stereochemical scope are retained.

(2Z)-2-hydroxypenta-2,4-dienoate
CHEBI:67152
  • RHEA:34187

    Source assertion: RHEA:34188 products side 34187_R contains coefficient 1 of Participant_34187_compound_7450; its compound accession is CHEBI:67152.

    Source locationhttp://rdf.rhea-db.org/34188 rh:products; http://rdf.rhea-db.org/34187_R rh:contains1 http://rdf.rhea-db.org/Participant_34187_compound_7450; rh:compound http://rdf.rhea-db.org/Compound_7450; rh:accession
(2Z,4E)-2-hydroxy-6-oxonona-2,4-dienedioate + H2O => (2Z)-2-hydroxypenta-2,4-dienoate + succinate + H(+)
RHEA:34188		produces

Coefficient 1 in the selected Rhea 142 catabolic direction; the stated charge and stereochemical scope are retained.

succinate(2-)
CHEBI:30031
  • RHEA:34187

    Source assertion: RHEA:34188 products side 34187_R contains coefficient 1 of Participant_34187_compound_2501; its compound accession is CHEBI:30031.

    Source locationhttp://rdf.rhea-db.org/34188 rh:products; http://rdf.rhea-db.org/34187_R rh:contains1 http://rdf.rhea-db.org/Participant_34187_compound_2501; rh:compound http://rdf.rhea-db.org/Compound_2501; rh:accession
(2Z,4E)-2-hydroxy-6-oxonona-2,4-dienedioate + H2O => (2Z)-2-hydroxypenta-2,4-dienoate + succinate + H(+)
RHEA:34188		produces

Coefficient 1 in the selected Rhea 142 catabolic direction; the stated charge and stereochemical scope are retained.

hydron
CHEBI:15378
  • RHEA:34187

    Source assertion: RHEA:34188 products side 34187_R contains coefficient 1 of Participant_34187_compound_3249; its compound accession is CHEBI:15378.

    Source locationhttp://rdf.rhea-db.org/34188 rh:products; http://rdf.rhea-db.org/34187_R rh:contains1 http://rdf.rhea-db.org/Participant_34187_compound_3249; rh:compound http://rdf.rhea-db.org/Compound_3249; rh:accession
(2Z)-2-hydroxypenta-2,4-dienoate
CHEBI:67152		consumes

Coefficient 1 in the selected Rhea 142 catabolic direction; the stated charge and stereochemical scope are retained.

(2Z)-2-hydroxypenta-2,4-dienoate + H2O => (S)-4-hydroxy-2-oxopentanoate
RHEA:22582
  • RHEA:22580

    Source assertion: RHEA:22582 substrates side 22580_R contains coefficient 1 of Participant_22580_compound_7450; its compound accession is CHEBI:67152.

    Source locationhttp://rdf.rhea-db.org/22582 rh:substrates; http://rdf.rhea-db.org/22580_R rh:contains1 http://rdf.rhea-db.org/Participant_22580_compound_7450; rh:compound http://rdf.rhea-db.org/Compound_7450; rh:accession
water
CHEBI:15377		consumes

Coefficient 1 in the selected Rhea 142 catabolic direction; the stated charge and stereochemical scope are retained.

(2Z)-2-hydroxypenta-2,4-dienoate + H2O => (S)-4-hydroxy-2-oxopentanoate
RHEA:22582
  • RHEA:22580

    Source assertion: RHEA:22582 substrates side 22580_R contains coefficient 1 of Participant_22580_compound_1283; its compound accession is CHEBI:15377.

    Source locationhttp://rdf.rhea-db.org/22582 rh:substrates; http://rdf.rhea-db.org/22580_R rh:contains1 http://rdf.rhea-db.org/Participant_22580_compound_1283; rh:compound http://rdf.rhea-db.org/Compound_1283; rh:accession
(2Z)-2-hydroxypenta-2,4-dienoate + H2O => (S)-4-hydroxy-2-oxopentanoate
RHEA:22582		produces

Coefficient 1 in the selected Rhea 142 catabolic direction; the stated charge and stereochemical scope are retained. The S assignment is curated; the inspected 1998 aldolase experiment called this configuration presumptive.

(S)-4-hydroxy-2-oxopentanoate
CHEBI:73143
  • RHEA:22580

    Source assertion: RHEA:22582 products side 22580_L contains coefficient 1 of Participant_22580_compound_7920; its compound accession is CHEBI:73143.

    Source locationhttp://rdf.rhea-db.org/22582 rh:products; http://rdf.rhea-db.org/22580_L rh:contains1 http://rdf.rhea-db.org/Participant_22580_compound_7920; rh:compound http://rdf.rhea-db.org/Compound_7920; rh:accession
  • PMID:9758851

    Source assertion: The partially purified K-12 aldolase used one substrate enantiomer, called presumably 4S on the basis of the preceding hydratase. The exact absolute assignment was inferred in this experiment.

    Source locationFull article, concluding paragraph
(S)-4-hydroxy-2-oxopentanoate
CHEBI:73143		consumes

Coefficient 1 in the selected Rhea 142 catabolic direction; the stated charge and stereochemical scope are retained. The S assignment is curated; the inspected 1998 aldolase experiment called this configuration presumptive.

(S)-4-hydroxy-2-oxopentanoate => acetaldehyde + pyruvate
RHEA:22625
  • RHEA:22624

    Source assertion: RHEA:22625 substrates side 22624_L contains coefficient 1 of Participant_22624_compound_7920; its compound accession is CHEBI:73143.

    Source locationhttp://rdf.rhea-db.org/22625 rh:substrates; http://rdf.rhea-db.org/22624_L rh:contains1 http://rdf.rhea-db.org/Participant_22624_compound_7920; rh:compound http://rdf.rhea-db.org/Compound_7920; rh:accession
  • PMID:9758851

    Source assertion: The partially purified K-12 aldolase used one substrate enantiomer, called presumably 4S on the basis of the preceding hydratase. The exact absolute assignment was inferred in this experiment.

    Source locationFull article, concluding paragraph
(S)-4-hydroxy-2-oxopentanoate => acetaldehyde + pyruvate
RHEA:22625		produces

Coefficient 1 in the selected Rhea 142 catabolic direction; the stated charge and stereochemical scope are retained.

acetaldehyde
CHEBI:15343
  • RHEA:22624

    Source assertion: RHEA:22625 products side 22624_R contains coefficient 1 of Participant_22624_compound_3952; its compound accession is CHEBI:15343.

    Source locationhttp://rdf.rhea-db.org/22625 rh:products; http://rdf.rhea-db.org/22624_R rh:contains1 http://rdf.rhea-db.org/Participant_22624_compound_3952; rh:compound http://rdf.rhea-db.org/Compound_3952; rh:accession
(S)-4-hydroxy-2-oxopentanoate => acetaldehyde + pyruvate
RHEA:22625		produces

Coefficient 1 in the selected Rhea 142 catabolic direction; the stated charge and stereochemical scope are retained.

pyruvate
CHEBI:15361
  • RHEA:22624

    Source assertion: RHEA:22625 products side 22624_R contains coefficient 1 of Participant_22624_compound_3719; its compound accession is CHEBI:15361.

    Source locationhttp://rdf.rhea-db.org/22625 rh:products; http://rdf.rhea-db.org/22624_R rh:contains1 http://rdf.rhea-db.org/Participant_22624_compound_3719; rh:compound http://rdf.rhea-db.org/Compound_3719; rh:accession
acetaldehyde
CHEBI:15343		consumes

Coefficient 1 in the selected Rhea 142 catabolic direction; the stated charge and stereochemical scope are retained.

acetaldehyde + NAD(+) + CoA => acetyl-CoA + NADH + H(+)
RHEA:23289
  • RHEA:23288

    Source assertion: RHEA:23289 substrates side 23288_L contains coefficient 1 of Participant_23288_compound_3952; its compound accession is CHEBI:15343.

    Source locationhttp://rdf.rhea-db.org/23289 rh:substrates; http://rdf.rhea-db.org/23288_L rh:contains1 http://rdf.rhea-db.org/Participant_23288_compound_3952; rh:compound http://rdf.rhea-db.org/Compound_3952; rh:accession
NAD(1-)
CHEBI:57540		consumes

Coefficient 1 in the selected Rhea 142 catabolic direction; the stated charge and stereochemical scope are retained.

acetaldehyde + NAD(+) + CoA => acetyl-CoA + NADH + H(+)
RHEA:23289
  • RHEA:23288

    Source assertion: RHEA:23289 substrates side 23288_L contains coefficient 1 of Participant_23288_compound_3484; its compound accession is CHEBI:57540.

    Source locationhttp://rdf.rhea-db.org/23289 rh:substrates; http://rdf.rhea-db.org/23288_L rh:contains1 http://rdf.rhea-db.org/Participant_23288_compound_3484; rh:compound http://rdf.rhea-db.org/Compound_3484; rh:accession
coenzyme A(4-)
CHEBI:57287		consumes

Coefficient 1 in the selected Rhea 142 catabolic direction; the stated charge and stereochemical scope are retained.

acetaldehyde + NAD(+) + CoA => acetyl-CoA + NADH + H(+)
RHEA:23289
  • RHEA:23288

    Source assertion: RHEA:23289 substrates side 23288_L contains coefficient 1 of Participant_23288_compound_1264; its compound accession is CHEBI:57287.

    Source locationhttp://rdf.rhea-db.org/23289 rh:substrates; http://rdf.rhea-db.org/23288_L rh:contains1 http://rdf.rhea-db.org/Participant_23288_compound_1264; rh:compound http://rdf.rhea-db.org/Compound_1264; rh:accession
acetaldehyde + NAD(+) + CoA => acetyl-CoA + NADH + H(+)
RHEA:23289		produces

Coefficient 1 in the selected Rhea 142 catabolic direction; the stated charge and stereochemical scope are retained.

acetyl-CoA(4-)
CHEBI:57288
  • RHEA:23288

    Source assertion: RHEA:23289 products side 23288_R contains coefficient 1 of Participant_23288_compound_4271; its compound accession is CHEBI:57288.

    Source locationhttp://rdf.rhea-db.org/23289 rh:products; http://rdf.rhea-db.org/23288_R rh:contains1 http://rdf.rhea-db.org/Participant_23288_compound_4271; rh:compound http://rdf.rhea-db.org/Compound_4271; rh:accession
acetaldehyde + NAD(+) + CoA => acetyl-CoA + NADH + H(+)
RHEA:23289		produces

Coefficient 1 in the selected Rhea 142 catabolic direction; the stated charge and stereochemical scope are retained.

NADH(2-)
CHEBI:57945
  • RHEA:23288

    Source assertion: RHEA:23289 products side 23288_R contains coefficient 1 of Participant_23288_compound_1650; its compound accession is CHEBI:57945.

    Source locationhttp://rdf.rhea-db.org/23289 rh:products; http://rdf.rhea-db.org/23288_R rh:contains1 http://rdf.rhea-db.org/Participant_23288_compound_1650; rh:compound http://rdf.rhea-db.org/Compound_1650; rh:accession
acetaldehyde + NAD(+) + CoA => acetyl-CoA + NADH + H(+)
RHEA:23289		produces

Coefficient 1 in the selected Rhea 142 catabolic direction; the stated charge and stereochemical scope are retained.

hydron
CHEBI:15378
  • RHEA:23288

    Source assertion: RHEA:23289 products side 23288_R contains coefficient 1 of Participant_23288_compound_3249; its compound accession is CHEBI:15378.

    Source locationhttp://rdf.rhea-db.org/23289 rh:products; http://rdf.rhea-db.org/23288_R rh:contains1 http://rdf.rhea-db.org/Participant_23288_compound_3249; rh:compound http://rdf.rhea-db.org/Compound_3249; rh:accession
putative 3-phenylpropionate/cinnamate dioxygenase
MetaCyc:HCAMULTI-CPLX		enables

The putative four-component Hca system enables the net dioxygenation. Genetics and whole-cell conversion support the system; isolated complex catalysis and component stoichiometry were not established in the inspected work.

3-phenylpropanoate + NADH + O2 + H(+) => 3-(cis-5,6-dihydroxycyclohexa-1,3-dien-1-yl)propanoate + NAD(+)
RHEA:20358
  • MetaCyc:HCAMULTI-CPLX

    Source assertion: The native hcaCDEF complex catalyzes HCAMULTI-RXN but its comment explicitly says the dioxygenase has not been biochemically characterized.

    Source locationProtein[@frameid="HCAMULTI-CPLX"]/catalyzes; comment
  • UniProtKB:P0ABR5

    Source assertion: HcaE is part of the multicomponent system; its catalytic annotation cross-references RHEA:20357. The source describes HcaE, HcaF, HcaC and HcaD roles.

    Source locationcomments[0]; comments[1]/reaction; comments[6]
  • PMID:9603882

    Source assertion: K-12 hca mutant complementation and resting-cell HPLC support conversion of phenylpropionate to DHPP; the four component functions were assigned using sequence comparisons.

    Source locationResults, cloning of hca and structural analysis of the hca gene cluster; Table 2
3-phenylpropionate-dihydrodiol/cinnamic acid-dihydrodiol dehydrogenase
UniProtKB:P0CI31		enables

HcaB is assigned the dihydrodiol dehydrogenase role by current reviewed annotation, genetics and homology. The cited 1998 study explicitly did not demonstrate HcaB activity in isolation; monomer sufficiency is not established.

3-(cis-5,6-dihydroxycyclohexa-1,3-dien-1-yl)propanoate + NAD(+) => 3-(2,3-dihydroxyphenyl)propanoate + NADH + H(+)
RHEA:25063
  • UniProtKB:P0CI31

    Source assertion: The entry assigns RHEA:25062 and cites PMID:9603882; its function carries both similarity and experimental evidence codes. The primary limitation must qualify the catalytic attribution.

    Source locationcomments[0]; comments[1]/reaction
  • PMID:9603882
    the HcaB activity per se has not been demonstrated.
    Source locationResults and Discussion, Regulation of the hca cluster, second paragraph beginning To study the regulation of the hca cluster
  • MetaCyc:PHENPRODIOLDEHYDROG-MONOMER

    Source assertion: The native hcaB gene product is linked to PHENPRODIOLDEHYDROG-RXN; its comment assigns function by sequence and says the enzyme has not been biochemically characterized.

    Source locationProtein[@frameid="PHENPRODIOLDEHYDROG-MONOMER"]/catalyzes; comment
3-(3-hydroxy-phenyl)propionate/3-hydroxycinnamic acid hydroxylase
UniProtKB:P77397		enables

MhpA supplies the hydroxyphenylpropanoate entry activity. W3110 deletion/complementation and purified C-terminal His-tagged protein establish 3HPP hydroxylation to DHPP. NADH and NADPH both support activity; this graph retains the native/current Rhea NADH equation without implying exclusive donor use. The purified construct had an apparent 669-kDa polymeric mass, but its subunit stoichiometry remains unresolved; enables does not assert monomer sufficiency.

3-(3-hydroxyphenyl)propanoate + NADH + O2 + H(+) => 3-(2,3-dihydroxyphenyl)propanoate + NAD(+) + H2O
RHEA:24786
  • UniProtKB:P77397

    Source assertion: MhpA is assigned the hydroxylation reaction RHEA:24785; its function cites PMID:9603882.

    Source locationcomments[0]; comments[1]/reaction
  • PMID:9098055

    Source assertion: Figure 1 identifies MhpA as the first enzyme of the MHP branch; the K-12 cluster study used complementation and sequence comparisons. MC4100 carries a deletion affecting mhp genes.

    Source locationOriginal PDF printed pp. 2574-2578; Figure 1; Table 2 and its Results text
  • MetaCyc:MHPHYDROXY-MONOMER

    Source assertion: The preserved MetaCyc 22.5 protein is linked to MHPHYDROXY-RXN; its historical comment says the hydroxylase was not biochemically characterized. The later direct characterization is cited separately.

    Source locationProtein[@frameid="MHPHYDROXY-MONOMER"]/catalyzes; comment
  • UniProtKB:P77397

    Source assertion: The current P77397 entry cross-references EMBL D86239 with ProteinId BAA13052.1, explicitly linking the K-12 protein to the BAA13052 accession identified in the primary study.

    Source locationuniProtKBCrossReferences[0]/id; uniProtKBCrossReferences[0]/properties[0]
  • PMID:31811039

    Source assertion: W3110 mhpA deletion abolishes growth on 3HPP but not DHPP; complementation restores it. Purified W3110-derived His-tagged MhpA converts 3HPP to DHPP with NADH, verified by HPLC time course and LC-MS.

    Source locationHTML sections s2.1 and s2.3; Figures 2, 4 and 5; Methods s4.4 and s4.6
  • PMID:31811039

    Source assertion: Purified MhpA uses both NADH and NADPH: specific activities are 0.94 and 0.61 U/mg, respectively, with similar measured Km and kcat values. The experiment therefore does not establish exclusive NADH dependence.

    Source locationHTML section s2.4, first paragraph; Table 2; Methods s4.5
  • PMID:31811039

    Source assertion: W3110-derived MhpA expressed as a C-terminal His-tagged protein has an approximately 61-kDa polypeptide and apparent 669-kDa SEC mass, interpreted as a likely polymer. These measurements do not establish a fixed subunit count.

    Source locationHTML section s2.2; Figure 3C; Methods s4.4 and s4.8
3-carboxyethylcatechol 2,3-dioxygenase
MetaCyc:DHPDIOXYGEN-CPLX		catalyzes

Tetrameric MhpB catalyzes oxidative ring cleavage. The primary purified-enzyme study supports activity and iron dependence; current curated chemistry specifies the (2Z,4E) product.

3-(2,3-dihydroxyphenyl)propanoate + O2 => (2Z,4E)-2-hydroxy-6-oxonona-2,4-dienedioate + H(+)
RHEA:23841
  • MetaCyc:DHPDIOXYGEN-CPLX

    Source assertion: The complex contains four DHPDIOXYGEN-MONOMER subunits and is linked to 1.13.11.16-RXN.

    Source locationProtein[@frameid="DHPDIOXYGEN-CPLX"]/component; catalyzes
  • UniProtKB:P0ABR9

    Source assertion: The reviewed catalytic activity is RHEA:23840, with the (2Z,4E) product CHEBI:66887 and experimental evidence annotations.

    Source locationcomments[1]/reaction
  • PMID:8399388

    Source assertion: Purified E. coli MhpB cleaves dihydroxyphenylpropionate; its apparent subunit and native masses were 36 and 134 kDa, and apoenzyme activity was restored by Fe(II) plus ascorbate.

    Source locationEurope PMC resultList/result[0]/abstractText
2-hydroxy-6-oxononatrienedioate hydrolase
MetaCyc:CPLX0-7950		catalyzes

Dimeric MhpC cleaves the ring-fission dienol to succinate and hydroxypentadienoate. Its canonical native complex name also mentions the triene substrate; only the saturated-route dienol reaction is included.

(2Z,4E)-2-hydroxy-6-oxonona-2,4-dienedioate + H2O => (2Z)-2-hydroxypenta-2,4-dienoate + succinate + H(+)
RHEA:34188
  • MetaCyc:CPLX0-7950

    Source assertion: The complex contains two MHPCHYDROL-MONOMER subunits and is linked to MHPCHYDROL-RXN.

    Source locationProtein[@frameid="CPLX0-7950"]/component; catalyzes
  • UniProtKB:P77044

    Source assertion: The current dienol hydrolase activity is RHEA:34187, with succinate and (2Z)-2-hydroxypentadienoate products; the separate triene reaction is a different annotation.

    Source locationcomments[1]/reaction; comments[2]/reaction
  • PMID:9315862

    Source assertion: Purified MhpC is a dimeric 29-kDa-subunit protein requiring no cofactors in the assay; isotope experiments support replacement of the succinyl group by a solvent proton.

    Source locationEurope PMC resultList/result[0]/abstractText
2-hydroxypentadienoate hydratase
MetaCyc:CPLX0-7951		catalyzes

Pentameric MhpD hydrates the dienol in the selected right-to-left Rhea direction. The opposite written master equation does not change the catabolic flow. Low-pH phosphate/sulfate-induced 60-subunit cages are not the constitutive pathway assembly.

(2Z)-2-hydroxypenta-2,4-dienoate + H2O => (S)-4-hydroxy-2-oxopentanoate
RHEA:22582
  • MetaCyc:CPLX0-7951

    Source assertion: The native enzyme contains five MHPDHYDROL-MONOMER subunits and catalyzes 2-OXOPENT-4-ENOATE-HYDRATASE-RXN.

    Source locationProtein[@frameid="CPLX0-7951"]/component; catalyzes
  • UniProtKB:P77608

    Source assertion: The entry assigns RHEA:22580 and describes conversion of the dienol to hydroxyketopentanoate.

    Source locationcomments[0]; comments[1]/reaction
  • PMID:9492273

    Source assertion: Purified E. coli hydratase uses the dienol tautomer, requires a divalent metal and has maximal activity with Mn(II); HPLC confirmed hydroxyketopentanoate.

    Source locationEurope PMC resultList/result[0]/abstractText
  • PMID:20053352

    Source assertion: The primary abstract calls MhpD pentameric; at low pH with phosphate or sulfate it assembles into a 60-subunit cage. This is a specific assembly condition.

    Source locationEurope PMC resultList/result[0]/abstractText
4-hydroxy-2-oxovalerate aldolase
UniProtKB:P51020		enables

MhpE supplies the class-I aldol cleavage. Partially purified K-12 enzyme acted on one substrate enantiomer, presumed 4S from the preceding hydration; the current S-specific equation is a curated assignment. MhpF supports folding, so this edge does not assert independent monomer sufficiency.

(S)-4-hydroxy-2-oxopentanoate => acetaldehyde + pyruvate
RHEA:22625
  • UniProtKB:P51020

    Source assertion: The entry assigns the S-specific RHEA:22624 reaction by HAMAP and records interaction with MhpF.

    Source locationcomments[1]/reaction; comments[4]
  • PMID:9758851

    Source assertion: Partially purified W3110 aldolase cleaved one enantiomer; the conclusion calls it presumably 4S. Class-I evidence and lack of divalent-metal dependence distinguish it from a Pseudomonas enzyme.

    Source locationFull article, purification and characterization paragraphs; concluding paragraph
  • PMID:9758851
    showed no observable dependence on divalent metal ions
    Source locationFull article, paragraph on purified HKP aldolase properties
  • PMID:16782065

    Source assertion: The abstract reports MhpE association with MhpF and an indispensable role of MhpF in MhpE folding; it does not supply a fixed complex stoichiometry.

    Source locationEurope PMC resultList/result[0]/abstractText
Acetaldehyde dehydrogenase
UniProtKB:P77580		catalyzes

MhpF oxidizes acetaldehyde to acetyl-CoA using NAD and CoA, completing the native terminal module. Purified MhpF can be active as a monomer and in other oligomeric states; no single invariant MhpEF assembly is asserted.

acetaldehyde + NAD(+) + CoA => acetyl-CoA + NADH + H(+)
RHEA:23289
  • UniProtKB:P77580

    Source assertion: The reviewed entry assigns RHEA:23288 and describes acetaldehyde conversion and MhpE folding support.

    Source locationcomments[0]; comments[1]/reaction; comments[3]
  • PMID:23237860

    Source assertion: E. coli MhpF is active as a monomer; measured catalytic properties do not depend on oligomeric state. CoA binding enhances the deacylation reaction.

    Source locationEurope PMC resultList/result[0]/abstractText
  • PMID:16782065

    Source assertion: The abstract identifies MhpE and MhpF as the last two enzymes of the E. coli MHP catabolic pathway and reports their association.

    Source locationEurope PMC resultList/result[0]/abstractText
3-phenylpropionate/cinnamic acid dioxygenase subunit alpha
UniProtKB:P0ABR5		part_of

Predicted membership in the putative Hca system; the native component has no numeric coefficient, so neither stoichiometry nor a purified stable assembly is established.

putative 3-phenylpropionate/cinnamate dioxygenase
MetaCyc:HCAMULTI-CPLX
  • MetaCyc:HCAMULTI-CPLX

    Source assertion: The component list names PHENYLPRODIOXY-MONOMER without a numeric coefficient.

    Source locationProtein[@frameid="HCAMULTI-CPLX"]/component
  • MetaCyc:PHENYLPRODIOXY-MONOMER

    Source assertion: The native protein cross-reference explicitly identifies UniProt accession P0ABR5.

    Source locationProtein[@frameid="PHENYLPRODIOXY-MONOMER"]/dblink[dblink-db="UNIPROT"]/dblink-oid
3-phenylpropionate/cinnamic acid dioxygenase subunit beta
UniProtKB:Q47140		part_of

Predicted membership in the putative Hca system; the native component has no numeric coefficient, so neither stoichiometry nor a purified stable assembly is established.

putative 3-phenylpropionate/cinnamate dioxygenase
MetaCyc:HCAMULTI-CPLX
  • MetaCyc:HCAMULTI-CPLX

    Source assertion: The component list names HCAA2-MONOMER without a numeric coefficient.

    Source locationProtein[@frameid="HCAMULTI-CPLX"]/component
  • MetaCyc:HCAA2-MONOMER

    Source assertion: The native protein cross-reference explicitly identifies UniProt accession Q47140.

    Source locationProtein[@frameid="HCAA2-MONOMER"]/dblink[dblink-db="UNIPROT"]/dblink-oid
3-phenylpropionate/cinnamic acid dioxygenase ferredoxin subunit
UniProtKB:P0ABW0		part_of

Predicted membership in the putative Hca system; the native component has no numeric coefficient, so neither stoichiometry nor a purified stable assembly is established.

putative 3-phenylpropionate/cinnamate dioxygenase
MetaCyc:HCAMULTI-CPLX
  • MetaCyc:HCAMULTI-CPLX

    Source assertion: The component list names HCAC-MONOMER without a numeric coefficient.

    Source locationProtein[@frameid="HCAMULTI-CPLX"]/component
  • MetaCyc:HCAC-MONOMER

    Source assertion: The native protein cross-reference explicitly identifies UniProt accession P0ABW0.

    Source locationProtein[@frameid="HCAC-MONOMER"]/dblink[dblink-db="UNIPROT"]/dblink-oid
3-phenylpropionate/cinnamic acid dioxygenase ferredoxin--NAD(+) reductase component
UniProtKB:P77650		part_of

Predicted membership in the putative Hca system; the native component has no numeric coefficient, so neither stoichiometry nor a purified stable assembly is established.

putative 3-phenylpropionate/cinnamate dioxygenase
MetaCyc:HCAMULTI-CPLX
  • MetaCyc:HCAMULTI-CPLX

    Source assertion: The component list names HCAD-MONOMER without a numeric coefficient.

    Source locationProtein[@frameid="HCAMULTI-CPLX"]/component
  • MetaCyc:HCAD-MONOMER

    Source assertion: The native protein cross-reference explicitly identifies UniProt accession P77650.

    Source locationProtein[@frameid="HCAD-MONOMER"]/dblink[dblink-db="UNIPROT"]/dblink-oid
2,3-dihydroxyphenylpropionate/2,3-dihydroxicinnamic acid 1,2-dioxygenase
UniProtKB:P0ABR9		part_of

The native homomer contains 4 copies of this protein. This agrees with the inspected purified-enzyme assembly evidence.

3-carboxyethylcatechol 2,3-dioxygenase
MetaCyc:DHPDIOXYGEN-CPLX
  • MetaCyc:DHPDIOXYGEN-CPLX

    Source assertion: The component list names DHPDIOXYGEN-MONOMER with coefficient 4.

    Source locationProtein[@frameid="DHPDIOXYGEN-CPLX"]/component
  • MetaCyc:DHPDIOXYGEN-MONOMER

    Source assertion: The native protein cross-reference explicitly identifies UniProt accession P0ABR9.

    Source locationProtein[@frameid="DHPDIOXYGEN-MONOMER"]/dblink[dblink-db="UNIPROT"]/dblink-oid
  • UniProtKB:P0ABR9

    Source assertion: The reviewed subunit annotation is homotetramer, supported by PMID:8399388.

    Source locationcomments[5]
2-hydroxy-6-oxononadienedioate/2-hydroxy-6-oxononatrienedioate hydrolase
UniProtKB:P77044		part_of

The native homomer contains 2 copies of this protein. This agrees with the inspected purified-enzyme assembly evidence.

2-hydroxy-6-oxononatrienedioate hydrolase
MetaCyc:CPLX0-7950
  • MetaCyc:CPLX0-7950

    Source assertion: The component list names MHPCHYDROL-MONOMER with coefficient 2.

    Source locationProtein[@frameid="CPLX0-7950"]/component
  • MetaCyc:MHPCHYDROL-MONOMER

    Source assertion: The native protein cross-reference explicitly identifies UniProt accession P77044.

    Source locationProtein[@frameid="MHPCHYDROL-MONOMER"]/dblink[dblink-db="UNIPROT"]/dblink-oid
  • UniProtKB:P77044

    Source assertion: The reviewed subunit annotation is homodimer, with primary and HAMAP support.

    Source locationcomments[5]
2-keto-4-pentenoate hydratase
UniProtKB:P77608		part_of

The native homomer contains 5 copies of this protein. The pentamer is distinguished from the low-pH cage.

2-hydroxypentadienoate hydratase
MetaCyc:CPLX0-7951
  • MetaCyc:CPLX0-7951

    Source assertion: The component list names MHPDHYDROL-MONOMER with coefficient 5.

    Source locationProtein[@frameid="CPLX0-7951"]/component
  • MetaCyc:MHPDHYDROL-MONOMER

    Source assertion: The native protein cross-reference explicitly identifies UniProt accession P77608.

    Source locationProtein[@frameid="MHPDHYDROL-MONOMER"]/dblink[dblink-db="UNIPROT"]/dblink-oid
  • PMID:20053352

    Source assertion: The abstract explicitly identifies the enzyme as pentameric and distinguishes a 60-subunit particle under low-pH crystallization conditions.

    Source locationEurope PMC resultList/result[0]/abstractText
3-phenylpropionate/cinnamic acid dioxygenase subunit alpha
UniProtKB:P0ABR5		has_cofactor

The HcaE Rieske-cluster assignment is curator inference, not an independently inspected binding measurement.

di-mu-sulfido-diiron
CHEBI:190135
  • UniProtKB:P0ABR5

    Source assertion: The cofactor annotation specifies one [2Fe-2S] cluster, CHEBI:190135, with ECO:0000305.

    Source locationcomments[3]
3-phenylpropionate/cinnamic acid dioxygenase subunit alpha
UniProtKB:P0ABR5		has_cofactor

HcaE has an inferred iron-cation site. The source does not specify an oxidation state, so no Fe(II) substitution is made.

iron cation
CHEBI:24875
  • UniProtKB:P0ABR5

    Source assertion: The cofactor annotation specifies one Fe cation, CHEBI:24875, with ECO:0000305.

    Source locationcomments[4]
3-phenylpropionate/cinnamic acid dioxygenase ferredoxin--NAD(+) reductase component
UniProtKB:P77650		has_cofactor

FAD is retained as the reviewed HcaD cofactor annotation; this comment has no explicit experimental evidence code.

FAD(3-)
CHEBI:57692
  • UniProtKB:P77650

    Source assertion: The COFACTOR comment names FAD with CHEBI:57692 and no per-assertion evidence code.

    Source locationcomments[2]
3-(3-hydroxy-phenyl)propionate/3-hydroxycinnamic acid hydroxylase
UniProtKB:P77397		has_cofactor

FAD binding is directly supported for purified W3110-derived MhpA. HPLC measured 0.81 mol FAD per mol protein, consistent with approximately equimolar binding under the reported preparation conditions. The current UniProt similarity annotation is retained as a distinct source fact.

FAD(3-)
CHEBI:57692
  • UniProtKB:P77397

    Source assertion: The COFACTOR comment names FAD, CHEBI:57692, with ECO:0000250.

    Source locationcomments[3]
  • PMID:31811039

    Source assertion: FAD in purified MhpA coelutes with the authentic standard at 9.61 minutes during HPLC detection at 445 nm. Quantification gives 0.81 mol FAD/mol protein, supporting tightly bound, approximately equimolar FAD.

    Source locationHTML section s2.4, paragraph beginning MhpA was proposed to contain an FAD domain; Methods s4.7
2,3-dihydroxyphenylpropionate/2,3-dihydroxicinnamic acid 1,2-dioxygenase
UniProtKB:P0ABR9		has_cofactor

Purified MhpB requires non-heme Fe(II). Ascorbate was used for reactivation; this does not create an additional bound cofactor assignment.

iron(2+)
CHEBI:29033
  • UniProtKB:P0ABR9

    Source assertion: The FUNCTION comment describes iron(II)-dependent oxidative cleavage, with experimental references 8399388 and 8752345.

    Source locationcomments[0]
  • PMID:8399388

    Source assertion: Fe(II) plus ascorbate reactivated purified apoenzyme; oxidation or complexation of Fe(II) inactivated it.

    Source locationEurope PMC resultList/result[0]/abstractText
2-keto-4-pentenoate hydratase
UniProtKB:P77608		has_cofactor

MhpD requires a divalent metal, with maximal measured activity using Mn(II); this is not a claim that all other metals are inactive.

manganese(2+)
CHEBI:29035
  • UniProtKB:P77608

    Source assertion: The COFACTOR comment identifies Mn(II), CHEBI:29035, and states that it gives optimum activity among divalent metal ions.

    Source locationcomments[2]
  • PMID:9492273

    Source assertion: Purified hydratase requires a divalent metal ion and has optimum activity with Mn(II).

    Source locationEurope PMC resultList/result[0]/abstractText
3-phenylpropionate/cinnamic acid dioxygenase ferredoxin subunit
UniProtKB:P0ABW0		has_cofactor

The K-12 HcaC Rieske cluster was experimentally characterized in recombinant protein expressed in BL21/Tuner hosts; the expression hosts are not a new pathway taxon claim.

di-mu-sulfido-diiron
CHEBI:190135
  • PMID:18286376

    Source assertion: Recombinant K-12 HcaC was purified and examined by UV/Vis and EPR; reduced HcaC showed characteristic Rieske [2Fe-2S] signals.

    Source locationEurope PMC resultList/result[0]/abstractText
  • MetaCyc:HCAC-MONOMER

    Source assertion: The native HcaC comment cites 18286376 for its Rieske [2Fe-2S] cluster and explicitly cross-references P0ABW0.

    Source locationProtein[@frameid="HCAC-MONOMER"]/comment; dblink
2-hydroxy-6-oxononadienedioate/2-hydroxy-6-oxononatrienedioate hydrolase
UniProtKB:P77044		located_in

The current explicit cytoplasmic GO annotation is retained at protein scope; it does not assign every reaction or subunit a compartment.

cytoplasm
GO:0005737
  • UniProtKB:P77044

    Source assertion: The GO cross-reference explicitly assigns GO:0005737, cytoplasm, with IDA:EcoliWiki attribution.

    Source locationuniProtKBCrossReferences[44]
2-keto-4-pentenoate hydratase
UniProtKB:P77608		located_in

The current explicit cytoplasmic GO annotation is retained at protein scope; it does not assign every reaction or subunit a compartment.

cytoplasm
GO:0005737
  • UniProtKB:P77608

    Source assertion: The GO cross-reference explicitly assigns GO:0005737, cytoplasm, with IDA:EcoliWiki attribution.

    Source locationuniProtKBCrossReferences[43]
3-phenylpropanoate + NADH + O2 + H(+) => 3-(cis-5,6-dihydroxycyclohexa-1,3-dien-1-yl)propanoate + NAD(+)
RHEA:20358		part_of

This is one of all eight native transformations. Current source-issued Rhea chemistry is selected without adding the opposite direction as a second step.

MetaCyc:PWY0-1277
  • MetaCyc:HCAMHPDEG-PWY

    Source assertion: The native reaction-list explicitly contains HCAMULTI-RXN; the parent PWY0-1277 includes this complete child module.

    Source locationPathway[@frameid="HCAMHPDEG-PWY"]/reaction-list
  • MetaCyc:PWY0-1277

    Source assertion: PWY0-1277 names HCAMHPDEG-PWY in its reaction-list and sub-pathways, defining the full eight-step branched route.

    Source locationPathway[@frameid="PWY0-1277"]/reaction-list; sub-pathways; comment
  • MetaCyc:HCAMULTI-RXN

    Source assertion: The native reaction cross-references RHEA:20357; its physiological direction is preserved separately from the identifier form.

    Source locationReaction[@frameid="HCAMULTI-RXN"]/dblink[dblink-db="RHEA"]; reaction-direction
  • RHEA:20357

    Source assertion: RHEA:20357 identifies the native family member 20357 via rh:accession and the selected catabolic member 20358 via rh:directionalReaction.

    Source locationhttp://rdf.rhea-db.org/20357 rh:accession; rh:directionalReaction http://rdf.rhea-db.org/20358
3-(cis-5,6-dihydroxycyclohexa-1,3-dien-1-yl)propanoate + NAD(+) => 3-(2,3-dihydroxyphenyl)propanoate + NADH + H(+)
RHEA:25063		part_of

This is one of all eight native transformations. Current source-issued Rhea chemistry is selected without adding the opposite direction as a second step.

MetaCyc:PWY0-1277
  • MetaCyc:HCAMHPDEG-PWY

    Source assertion: The native reaction-list explicitly contains PHENPRODIOLDEHYDROG-RXN; the parent PWY0-1277 includes this complete child module.

    Source locationPathway[@frameid="HCAMHPDEG-PWY"]/reaction-list
  • MetaCyc:PWY0-1277

    Source assertion: PWY0-1277 names HCAMHPDEG-PWY in its reaction-list and sub-pathways, defining the full eight-step branched route.

    Source locationPathway[@frameid="PWY0-1277"]/reaction-list; sub-pathways; comment
  • MetaCyc:PHENPRODIOLDEHYDROG-RXN

    Source assertion: The native reaction cross-references RHEA:25062; its physiological direction is preserved separately from the identifier form.

    Source locationReaction[@frameid="PHENPRODIOLDEHYDROG-RXN"]/dblink[dblink-db="RHEA"]; reaction-direction
  • RHEA:25062

    Source assertion: RHEA:25062 identifies the native family member 25062 via rh:accession and the selected catabolic member 25063 via rh:directionalReaction.

    Source locationhttp://rdf.rhea-db.org/25062 rh:accession; rh:directionalReaction http://rdf.rhea-db.org/25063
3-(3-hydroxyphenyl)propanoate + NADH + O2 + H(+) => 3-(2,3-dihydroxyphenyl)propanoate + NAD(+) + H2O
RHEA:24786		part_of

This is one of all eight native transformations. Current source-issued Rhea chemistry is selected without adding the opposite direction as a second step.

MetaCyc:PWY0-1277
  • MetaCyc:HCAMHPDEG-PWY

    Source assertion: The native reaction-list explicitly contains MHPHYDROXY-RXN; the parent PWY0-1277 includes this complete child module.

    Source locationPathway[@frameid="HCAMHPDEG-PWY"]/reaction-list
  • MetaCyc:PWY0-1277

    Source assertion: PWY0-1277 names HCAMHPDEG-PWY in its reaction-list and sub-pathways, defining the full eight-step branched route.

    Source locationPathway[@frameid="PWY0-1277"]/reaction-list; sub-pathways; comment
  • MetaCyc:MHPHYDROXY-RXN

    Source assertion: The native reaction cross-references RHEA:24785; its physiological direction is preserved separately from the identifier form.

    Source locationReaction[@frameid="MHPHYDROXY-RXN"]/dblink[dblink-db="RHEA"]; reaction-direction
  • RHEA:24785

    Source assertion: RHEA:24785 identifies the native family member 24785 via rh:accession and the selected catabolic member 24786 via rh:directionalReaction.

    Source locationhttp://rdf.rhea-db.org/24785 rh:accession; rh:directionalReaction http://rdf.rhea-db.org/24786
3-(2,3-dihydroxyphenyl)propanoate + O2 => (2Z,4E)-2-hydroxy-6-oxonona-2,4-dienedioate + H(+)
RHEA:23841		part_of

This is one of all eight native transformations. Current source-issued Rhea chemistry is selected without adding the opposite direction as a second step.

MetaCyc:PWY0-1277
  • MetaCyc:HCAMHPDEG-PWY

    Source assertion: The native reaction-list explicitly contains 1.13.11.16-RXN; the parent PWY0-1277 includes this complete child module.

    Source locationPathway[@frameid="HCAMHPDEG-PWY"]/reaction-list
  • MetaCyc:PWY0-1277

    Source assertion: PWY0-1277 names HCAMHPDEG-PWY in its reaction-list and sub-pathways, defining the full eight-step branched route.

    Source locationPathway[@frameid="PWY0-1277"]/reaction-list; sub-pathways; comment
  • MetaCyc:1.13.11.16-RXN

    Source assertion: The native reaction cross-references RHEA:23841; its physiological direction is preserved separately from the identifier form.

    Source locationReaction[@frameid="1.13.11.16-RXN"]/dblink[dblink-db="RHEA"]; reaction-direction
  • RHEA:23840

    Source assertion: RHEA:23840 identifies the native family member 23841 via rh:directionalReaction and the selected catabolic member 23841 via rh:directionalReaction.

    Source locationhttp://rdf.rhea-db.org/23840 rh:directionalReaction; rh:directionalReaction http://rdf.rhea-db.org/23841
(2Z,4E)-2-hydroxy-6-oxonona-2,4-dienedioate + H2O => (2Z)-2-hydroxypenta-2,4-dienoate + succinate + H(+)
RHEA:34188		part_of

This is one of all eight native transformations. Current source-issued Rhea chemistry is selected without adding the opposite direction as a second step.

MetaCyc:PWY0-1277
  • MetaCyc:HCAMHPDEG-PWY

    Source assertion: The native reaction-list explicitly contains MHPCHYDROL-RXN; the parent PWY0-1277 includes this complete child module.

    Source locationPathway[@frameid="HCAMHPDEG-PWY"]/reaction-list
  • MetaCyc:PWY0-1277

    Source assertion: PWY0-1277 names HCAMHPDEG-PWY in its reaction-list and sub-pathways, defining the full eight-step branched route.

    Source locationPathway[@frameid="PWY0-1277"]/reaction-list; sub-pathways; comment
  • UniProtKB:P77044

    Source assertion: The exact current MhpC dienol hydrolase reaction is cross-referenced as RHEA:34187. The native reaction XML has no Rhea cross-reference.

    Source locationcomments[1]/reaction/reactionCrossReferences
  • RHEA:34187

    Source assertion: RHEA:34187 links the selected catabolic member 34188 via rh:directionalReaction.

    Source locationhttp://rdf.rhea-db.org/34187 rh:directionalReaction http://rdf.rhea-db.org/34188
(2Z)-2-hydroxypenta-2,4-dienoate + H2O => (S)-4-hydroxy-2-oxopentanoate
RHEA:22582		part_of

This is one of all eight native transformations. Current source-issued Rhea chemistry is selected without adding the opposite direction as a second step.

MetaCyc:PWY0-1277
  • MetaCyc:PWY-5162

    Source assertion: The native reaction-list explicitly contains 2-OXOPENT-4-ENOATE-HYDRATASE-RXN; the parent PWY0-1277 includes this complete child module.

    Source locationPathway[@frameid="PWY-5162"]/reaction-list
  • MetaCyc:PWY0-1277

    Source assertion: PWY0-1277 names PWY-5162 in its reaction-list and sub-pathways, defining the full eight-step branched route.

    Source locationPathway[@frameid="PWY0-1277"]/reaction-list; sub-pathways; comment
  • MetaCyc:2-OXOPENT-4-ENOATE-HYDRATASE-RXN

    Source assertion: The native reaction cross-references RHEA:22583; its physiological direction is preserved separately from the identifier form.

    Source locationReaction[@frameid="2-OXOPENT-4-ENOATE-HYDRATASE-RXN"]/dblink[dblink-db="RHEA"]; reaction-direction
  • RHEA:22580

    Source assertion: RHEA:22580 identifies the native family member 22583 via rh:bidirectionalReaction and the selected catabolic member 22582 via rh:directionalReaction.

    Source locationhttp://rdf.rhea-db.org/22580 rh:bidirectionalReaction; rh:directionalReaction http://rdf.rhea-db.org/22582
(S)-4-hydroxy-2-oxopentanoate => acetaldehyde + pyruvate
RHEA:22625		part_of

This is one of all eight native transformations. Current source-issued Rhea chemistry is selected without adding the opposite direction as a second step.

MetaCyc:PWY0-1277
  • MetaCyc:PWY-5162

    Source assertion: The native reaction-list explicitly contains MHPELY-RXN; the parent PWY0-1277 includes this complete child module.

    Source locationPathway[@frameid="PWY-5162"]/reaction-list
  • MetaCyc:PWY0-1277

    Source assertion: PWY0-1277 names PWY-5162 in its reaction-list and sub-pathways, defining the full eight-step branched route.

    Source locationPathway[@frameid="PWY0-1277"]/reaction-list; sub-pathways; comment
  • MetaCyc:MHPELY-RXN

    Source assertion: The native reaction cross-references RHEA:22627; its physiological direction is preserved separately from the identifier form.

    Source locationReaction[@frameid="MHPELY-RXN"]/dblink[dblink-db="RHEA"]; reaction-direction
  • RHEA:22624

    Source assertion: RHEA:22624 identifies the native family member 22627 via rh:bidirectionalReaction and the selected catabolic member 22625 via rh:directionalReaction.

    Source locationhttp://rdf.rhea-db.org/22624 rh:bidirectionalReaction; rh:directionalReaction http://rdf.rhea-db.org/22625
acetaldehyde + NAD(+) + CoA => acetyl-CoA + NADH + H(+)
RHEA:23289		part_of

This is one of all eight native transformations. Current source-issued Rhea chemistry is selected without adding the opposite direction as a second step.

MetaCyc:PWY0-1277
  • MetaCyc:PWY-5162

    Source assertion: The native reaction-list explicitly contains ACETALD-DEHYDROG-RXN; the parent PWY0-1277 includes this complete child module.

    Source locationPathway[@frameid="PWY-5162"]/reaction-list
  • MetaCyc:PWY0-1277

    Source assertion: PWY0-1277 names PWY-5162 in its reaction-list and sub-pathways, defining the full eight-step branched route.

    Source locationPathway[@frameid="PWY0-1277"]/reaction-list; sub-pathways; comment
  • MetaCyc:ACETALD-DEHYDROG-RXN

    Source assertion: The native reaction cross-references RHEA:23291; its physiological direction is preserved separately from the identifier form.

    Source locationReaction[@frameid="ACETALD-DEHYDROG-RXN"]/dblink[dblink-db="RHEA"]; reaction-direction
  • RHEA:23288

    Source assertion: RHEA:23288 identifies the native family member 23291 via rh:bidirectionalReaction and the selected catabolic member 23289 via rh:directionalReaction.

    Source locationhttp://rdf.rhea-db.org/23288 rh:bidirectionalReaction; rh:directionalReaction http://rdf.rhea-db.org/23289
3-phenylpropanoate + NADH + O2 + H(+) => 3-(cis-5,6-dihydroxycyclohexa-1,3-dien-1-yl)propanoate + NAD(+)
RHEA:20358		provides_input_for

The upstream reaction supplies CHEBI:60087 to the downstream reaction. Native pathway order and current chemical-side identities have separate evidence.

3-(cis-5,6-dihydroxycyclohexa-1,3-dien-1-yl)propanoate + NAD(+) => 3-(2,3-dihydroxyphenyl)propanoate + NADH + H(+)
RHEA:25063
  • MetaCyc:HCAMHPDEG-PWY

    Source assertion: The native ordering links HCAMULTI-RXN to PHENPRODIOLDEHYDROG-RXN; the reaction frames, rather than ChEBI identifiers, occur in this ordering source.

    Source locationPathway[@frameid="HCAMHPDEG-PWY"]/reaction-ordering
  • RHEA:20357

    Source assertion: RHEA:20358 products side 20357_R contains coefficient 1 of Participant_20357_compound_6210; its compound accession is CHEBI:60087.

    Source locationhttp://rdf.rhea-db.org/20358 rh:products; http://rdf.rhea-db.org/20357_R rh:contains1 http://rdf.rhea-db.org/Participant_20357_compound_6210; rh:compound http://rdf.rhea-db.org/Compound_6210; rh:accession
  • RHEA:25062

    Source assertion: RHEA:25063 substrates side 25062_L contains coefficient 1 of Participant_25062_compound_6210; its compound accession is CHEBI:60087.

    Source locationhttp://rdf.rhea-db.org/25063 rh:substrates; http://rdf.rhea-db.org/25062_L rh:contains1 http://rdf.rhea-db.org/Participant_25062_compound_6210; rh:compound http://rdf.rhea-db.org/Compound_6210; rh:accession
3-(cis-5,6-dihydroxycyclohexa-1,3-dien-1-yl)propanoate + NAD(+) => 3-(2,3-dihydroxyphenyl)propanoate + NADH + H(+)
RHEA:25063		provides_input_for

The upstream reaction supplies CHEBI:46951 to the downstream reaction. Native pathway order and current chemical-side identities have separate evidence.

3-(2,3-dihydroxyphenyl)propanoate + O2 => (2Z,4E)-2-hydroxy-6-oxonona-2,4-dienedioate + H(+)
RHEA:23841
  • MetaCyc:HCAMHPDEG-PWY

    Source assertion: The native ordering links PHENPRODIOLDEHYDROG-RXN to 1.13.11.16-RXN; the reaction frames, rather than ChEBI identifiers, occur in this ordering source.

    Source locationPathway[@frameid="HCAMHPDEG-PWY"]/reaction-ordering
  • RHEA:25062

    Source assertion: RHEA:25063 products side 25062_R contains coefficient 1 of Participant_25062_compound_2958; its compound accession is CHEBI:46951.

    Source locationhttp://rdf.rhea-db.org/25063 rh:products; http://rdf.rhea-db.org/25062_R rh:contains1 http://rdf.rhea-db.org/Participant_25062_compound_2958; rh:compound http://rdf.rhea-db.org/Compound_2958; rh:accession
  • RHEA:23840

    Source assertion: RHEA:23841 substrates side 23840_L contains coefficient 1 of Participant_23840_compound_2958; its compound accession is CHEBI:46951.

    Source locationhttp://rdf.rhea-db.org/23841 rh:substrates; http://rdf.rhea-db.org/23840_L rh:contains1 http://rdf.rhea-db.org/Participant_23840_compound_2958; rh:compound http://rdf.rhea-db.org/Compound_2958; rh:accession
3-(3-hydroxyphenyl)propanoate + NADH + O2 + H(+) => 3-(2,3-dihydroxyphenyl)propanoate + NAD(+) + H2O
RHEA:24786		provides_input_for

The upstream reaction supplies CHEBI:46951 to the downstream reaction. Native pathway order and current chemical-side identities have separate evidence.

3-(2,3-dihydroxyphenyl)propanoate + O2 => (2Z,4E)-2-hydroxy-6-oxonona-2,4-dienedioate + H(+)
RHEA:23841
  • MetaCyc:HCAMHPDEG-PWY

    Source assertion: The native ordering links MHPHYDROXY-RXN to 1.13.11.16-RXN; the reaction frames, rather than ChEBI identifiers, occur in this ordering source.

    Source locationPathway[@frameid="HCAMHPDEG-PWY"]/reaction-ordering
  • RHEA:24785

    Source assertion: RHEA:24786 products side 24785_R contains coefficient 1 of Participant_24785_compound_2958; its compound accession is CHEBI:46951.

    Source locationhttp://rdf.rhea-db.org/24786 rh:products; http://rdf.rhea-db.org/24785_R rh:contains1 http://rdf.rhea-db.org/Participant_24785_compound_2958; rh:compound http://rdf.rhea-db.org/Compound_2958; rh:accession
  • RHEA:23840

    Source assertion: RHEA:23841 substrates side 23840_L contains coefficient 1 of Participant_23840_compound_2958; its compound accession is CHEBI:46951.

    Source locationhttp://rdf.rhea-db.org/23841 rh:substrates; http://rdf.rhea-db.org/23840_L rh:contains1 http://rdf.rhea-db.org/Participant_23840_compound_2958; rh:compound http://rdf.rhea-db.org/Compound_2958; rh:accession
3-(2,3-dihydroxyphenyl)propanoate + O2 => (2Z,4E)-2-hydroxy-6-oxonona-2,4-dienedioate + H(+)
RHEA:23841		provides_input_for

The upstream reaction supplies CHEBI:66887 to the downstream reaction. Native pathway order and current chemical-side identities have separate evidence.

(2Z,4E)-2-hydroxy-6-oxonona-2,4-dienedioate + H2O => (2Z)-2-hydroxypenta-2,4-dienoate + succinate + H(+)
RHEA:34188
  • MetaCyc:HCAMHPDEG-PWY

    Source assertion: The native ordering links 1.13.11.16-RXN to MHPCHYDROL-RXN; the reaction frames, rather than ChEBI identifiers, occur in this ordering source.

    Source locationPathway[@frameid="HCAMHPDEG-PWY"]/reaction-ordering
  • RHEA:23840

    Source assertion: RHEA:23841 products side 23840_R contains coefficient 1 of Participant_23840_compound_7449; its compound accession is CHEBI:66887.

    Source locationhttp://rdf.rhea-db.org/23841 rh:products; http://rdf.rhea-db.org/23840_R rh:contains1 http://rdf.rhea-db.org/Participant_23840_compound_7449; rh:compound http://rdf.rhea-db.org/Compound_7449; rh:accession
  • RHEA:34187

    Source assertion: RHEA:34188 substrates side 34187_L contains coefficient 1 of Participant_34187_compound_7449; its compound accession is CHEBI:66887.

    Source locationhttp://rdf.rhea-db.org/34188 rh:substrates; http://rdf.rhea-db.org/34187_L rh:contains1 http://rdf.rhea-db.org/Participant_34187_compound_7449; rh:compound http://rdf.rhea-db.org/Compound_7449; rh:accession
(2Z,4E)-2-hydroxy-6-oxonona-2,4-dienedioate + H2O => (2Z)-2-hydroxypenta-2,4-dienoate + succinate + H(+)
RHEA:34188		provides_input_for

The upstream reaction supplies CHEBI:67152 to the downstream reaction. Native pathway order and current chemical-side identities have separate evidence.

(2Z)-2-hydroxypenta-2,4-dienoate + H2O => (S)-4-hydroxy-2-oxopentanoate
RHEA:22582
  • MetaCyc:PWY0-1277

    Source assertion: The native ordering links MHPCHYDROL-RXN to 2-OXOPENT-4-ENOATE-HYDRATASE-RXN; the reaction frames, rather than ChEBI identifiers, occur in this ordering source.

    Source locationPathway[@frameid="PWY0-1277"]/reaction-ordering
  • RHEA:34187

    Source assertion: RHEA:34188 products side 34187_R contains coefficient 1 of Participant_34187_compound_7450; its compound accession is CHEBI:67152.

    Source locationhttp://rdf.rhea-db.org/34188 rh:products; http://rdf.rhea-db.org/34187_R rh:contains1 http://rdf.rhea-db.org/Participant_34187_compound_7450; rh:compound http://rdf.rhea-db.org/Compound_7450; rh:accession
  • RHEA:22580

    Source assertion: RHEA:22582 substrates side 22580_R contains coefficient 1 of Participant_22580_compound_7450; its compound accession is CHEBI:67152.

    Source locationhttp://rdf.rhea-db.org/22582 rh:substrates; http://rdf.rhea-db.org/22580_R rh:contains1 http://rdf.rhea-db.org/Participant_22580_compound_7450; rh:compound http://rdf.rhea-db.org/Compound_7450; rh:accession
(2Z)-2-hydroxypenta-2,4-dienoate + H2O => (S)-4-hydroxy-2-oxopentanoate
RHEA:22582		provides_input_for

The upstream reaction supplies CHEBI:73143 to the downstream reaction. Native pathway order and current chemical-side identities have separate evidence.

(S)-4-hydroxy-2-oxopentanoate => acetaldehyde + pyruvate
RHEA:22625
  • MetaCyc:PWY-5162

    Source assertion: The native ordering links 2-OXOPENT-4-ENOATE-HYDRATASE-RXN to MHPELY-RXN; the reaction frames, rather than ChEBI identifiers, occur in this ordering source.

    Source locationPathway[@frameid="PWY-5162"]/reaction-ordering
  • RHEA:22580

    Source assertion: RHEA:22582 products side 22580_L contains coefficient 1 of Participant_22580_compound_7920; its compound accession is CHEBI:73143.

    Source locationhttp://rdf.rhea-db.org/22582 rh:products; http://rdf.rhea-db.org/22580_L rh:contains1 http://rdf.rhea-db.org/Participant_22580_compound_7920; rh:compound http://rdf.rhea-db.org/Compound_7920; rh:accession
  • RHEA:22624

    Source assertion: RHEA:22625 substrates side 22624_L contains coefficient 1 of Participant_22624_compound_7920; its compound accession is CHEBI:73143.

    Source locationhttp://rdf.rhea-db.org/22625 rh:substrates; http://rdf.rhea-db.org/22624_L rh:contains1 http://rdf.rhea-db.org/Participant_22624_compound_7920; rh:compound http://rdf.rhea-db.org/Compound_7920; rh:accession
(S)-4-hydroxy-2-oxopentanoate => acetaldehyde + pyruvate
RHEA:22625		provides_input_for

The upstream reaction supplies CHEBI:15343 to the downstream reaction. Native pathway order and current chemical-side identities have separate evidence.

acetaldehyde + NAD(+) + CoA => acetyl-CoA + NADH + H(+)
RHEA:23289
  • MetaCyc:PWY-5162

    Source assertion: The native ordering links MHPELY-RXN to ACETALD-DEHYDROG-RXN; the reaction frames, rather than ChEBI identifiers, occur in this ordering source.

    Source locationPathway[@frameid="PWY-5162"]/reaction-ordering
  • RHEA:22624

    Source assertion: RHEA:22625 products side 22624_R contains coefficient 1 of Participant_22624_compound_3952; its compound accession is CHEBI:15343.

    Source locationhttp://rdf.rhea-db.org/22625 rh:products; http://rdf.rhea-db.org/22624_R rh:contains1 http://rdf.rhea-db.org/Participant_22624_compound_3952; rh:compound http://rdf.rhea-db.org/Compound_3952; rh:accession
  • RHEA:23288

    Source assertion: RHEA:23289 substrates side 23288_L contains coefficient 1 of Participant_23288_compound_3952; its compound accession is CHEBI:15343.

    Source locationhttp://rdf.rhea-db.org/23289 rh:substrates; http://rdf.rhea-db.org/23288_L rh:contains1 http://rdf.rhea-db.org/Participant_23288_compound_3952; rh:compound http://rdf.rhea-db.org/Compound_3952; rh:accession
MetaCyc:PWY0-1277part_of

The route is curated for K-12 lineage evidence. Native MG1655 annotations and experiments in W3110, DH5alpha and complemented K-12 derivatives are distinguished; this does not assert growth by every isolate or by heterologous hosts.

Escherichia coli K-12
NCBITaxon:83333
  • MetaCyc:PWY0-1277

    Source assertion: The native pathway identifies E. coli K-12 MG1655 (taxon 511145), a child of K-12 (83333), and describes both branches and terminal acetyl-CoA formation.

    Source locationPathway[@frameid="PWY0-1277"]/species; comment
  • PMID:6345502

    Source assertion: The original K-12 study defines the branched phenylpropionate/hydroxyphenylpropionate route, with succinate, pyruvate and acetaldehyde products.

    Source locationOriginal PDF printed pp. 113-121; Figure 1 on p. 114
  • PMID:9603882

    Source assertion: The study uses K-12-derived strains and distinguishes recombinant Salmonella experiments; whole-cell phenylpropionate conversion and genetics support the Hca branch.

    Source locationMaterials and Methods, strains; Results, cloning of hca; Figure 1
  • PMID:9098055

    Source assertion: The K-12 mhp cluster map includes MhpA-F, and its growth/complementation experiments distinguish the MC4100 deletion background from competent strains.

    Source locationOriginal PDF Figure 1 p. 2574; Table 2 p. 2577; Results, Identification of mhpR, p. 2578
  • PMID:31811039

    Source assertion: The physiological strain is E. coli K-12 W3110, including an mhpA deletion and complemented derivative. Rosetta(DE3)pLysS is the protein-expression host, not the source strain of the pathway gene.

    Source locationHTML Table 3; sections s2.1, s4.2 and s4.4

References

Curation history