L-tryptophan biosynthesis
MetaCyc:TRPSYN-PWY
L-tryptophan biosynthesis converts chorismate and L-glutamine to anthranilate, transfers a phosphoribosyl group from 5-phospho-alpha-D-ribose 1-diphosphate, isomerizes N-(5-phospho-beta-D-ribosyl)anthranilate to 1-(2-carboxyphenylamino)-1-deoxy-D-ribulose 5-phosphate, cyclizes that intermediate to (1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate, and condenses it with L-serine to make L-tryptophan.
- Pathway type
- amino acid biosynthesis
- Organism scope
Pathway network
35 nodes · 48 asserted directed edges
Arrows show recorded subject → object relationships, not necessarily metabolic flow. Select a node for details or an arrow for evidence. Scroll, zoom or find a node to explore.
- Reaction / activity
- Chemical / cofactor
- Protein / complex
- Other participant
- Solid arrow: mechanistic relation
- Dashed arrow: membership, location or cofactor relation
Components and activities
| Node | Kind or role | Source direction |
|---|---|---|
Escherichia coliNCBITaxon:562 | taxon | |
anthranilate synthaseEC:4.1.3.27 | molecular activity | |
anthranilate phosphoribosyltransferaseEC:2.4.2.18 | molecular activity | |
phosphoribosylanthranilate isomeraseEC:5.3.1.24 | molecular activity | |
indole-3-glycerol-phosphate synthaseEC:4.1.1.48 | molecular activity | |
tryptophan synthaseEC:4.2.1.20 | molecular activity | |
chorismateCHEBI:29748 | small molecule | |
L-glutamineCHEBI:58359 | small molecule | |
anthranilateCHEBI:16567 | small molecule | |
pyruvateCHEBI:15361 | small molecule | |
L-glutamateCHEBI:29985 | small molecule | |
H+CHEBI:15378 | small molecule | |
5-phospho-alpha-D-ribose 1-diphosphateCHEBI:58017 | small molecule | |
N-(5-phospho-beta-D-ribosyl)anthranilateCHEBI:18277 | small molecule | |
diphosphateCHEBI:33019 | small molecule | |
1-(2-carboxyphenylamino)-1-deoxy-D-ribulose 5-phosphateCHEBI:58613 | small molecule | |
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphateCHEBI:58866 | small molecule | |
CO2CHEBI:16526 | small molecule | |
H2OCHEBI:15377 | small molecule | |
L-serineCHEBI:33384 | small molecule | |
D-glyceraldehyde 3-phosphateCHEBI:59776 | small molecule | |
L-tryptophanCHEBI:57912 | small molecule | |
1H-indoleCHEBI:16881 | small molecule | |
Anthranilate synthase component 1UniProtKB:P00895 | protein | |
magnesium(2+)CHEBI:18420 | cofactor | |
Bifunctional protein TrpGDUniProtKB:P00904 | protein | |
Tryptophan biosynthesis protein TrpCFUniProtKB:P00909 | protein | |
Tryptophan synthase alpha chainUniProtKB:P0A877 | protein | |
Tryptophan synthase beta chainUniProtKB:P0A879 | protein | |
pyridoxal 5'-phosphate(2-)CHEBI:597326 | cofactor | |
anthranilate synthase reactionRHEA:21733 | reaction | left to right |
anthranilate phosphoribosyltransferase reactionRHEA:11770 | reaction | right to left |
phosphoribosylanthranilate isomerase reactionRHEA:21541 | reaction | left to right |
indole-3-glycerol-phosphate synthase reactionRHEA:23477 | reaction | left to right |
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate => indole + D-glyceraldehyde 3-phosphateRHEA:14082 | reaction | left to right |
indole + L-serine => L-tryptophan + H2ORHEA:26435 | reaction | left to right |
Mechanistic edges
| Subject | Predicate and description | Object | Evidence |
|---|---|---|---|
chorismateCHEBI:29748 | consumes | anthranilate synthase reactionRHEA:21733 |
|
L-glutamineCHEBI:58359 | consumes | anthranilate synthase reactionRHEA:21733 |
|
anthranilate synthase reactionRHEA:21733 | produces | pyruvateCHEBI:15361 |
|
anthranilate synthase reactionRHEA:21733 | produces | H+CHEBI:15378 |
|
anthranilate synthase reactionRHEA:21733 | produces | anthranilateCHEBI:16567 |
|
anthranilate synthase reactionRHEA:21733 | produces | L-glutamateCHEBI:29985 |
|
anthranilateCHEBI:16567 | consumes | anthranilate phosphoribosyltransferase reactionRHEA:11770 |
|
5-phospho-alpha-D-ribose 1-diphosphateCHEBI:58017 | consumes | anthranilate phosphoribosyltransferase reactionRHEA:11770 |
|
anthranilate phosphoribosyltransferase reactionRHEA:11770 | produces | N-(5-phospho-beta-D-ribosyl)anthranilateCHEBI:18277 |
|
anthranilate phosphoribosyltransferase reactionRHEA:11770 | produces | diphosphateCHEBI:33019 |
|
N-(5-phospho-beta-D-ribosyl)anthranilateCHEBI:18277 | consumes | phosphoribosylanthranilate isomerase reactionRHEA:21541 |
|
phosphoribosylanthranilate isomerase reactionRHEA:21541 | produces | 1-(2-carboxyphenylamino)-1-deoxy-D-ribulose 5-phosphateCHEBI:58613 |
|
H+CHEBI:15378 | consumes | indole-3-glycerol-phosphate synthase reactionRHEA:23477 |
|
1-(2-carboxyphenylamino)-1-deoxy-D-ribulose 5-phosphateCHEBI:58613 | consumes | indole-3-glycerol-phosphate synthase reactionRHEA:23477 |
|
indole-3-glycerol-phosphate synthase reactionRHEA:23477 | produces | H2OCHEBI:15377 |
|
indole-3-glycerol-phosphate synthase reactionRHEA:23477 | produces | CO2CHEBI:16526 |
|
indole-3-glycerol-phosphate synthase reactionRHEA:23477 | produces | (1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphateCHEBI:58866 |
|
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphateCHEBI:58866 | consumes | (1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate => indole + D-glyceraldehyde 3-phosphateRHEA:14082 |
|
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate => indole + D-glyceraldehyde 3-phosphateRHEA:14082 | produces | 1H-indoleCHEBI:16881 |
|
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate => indole + D-glyceraldehyde 3-phosphateRHEA:14082 | produces | D-glyceraldehyde 3-phosphateCHEBI:59776 |
|
1H-indoleCHEBI:16881 | consumes | indole + L-serine => L-tryptophan + H2ORHEA:26435 |
|
L-serineCHEBI:33384 | consumes | indole + L-serine => L-tryptophan + H2ORHEA:26435 |
|
indole + L-serine => L-tryptophan + H2ORHEA:26435 | produces | H2OCHEBI:15377 |
|
indole + L-serine => L-tryptophan + H2ORHEA:26435 | produces | L-tryptophanCHEBI:57912 |
|
anthranilate synthaseEC:4.1.3.27 | catalyzes | anthranilate synthase reactionRHEA:21733 |
|
anthranilate phosphoribosyltransferaseEC:2.4.2.18 | catalyzes | anthranilate phosphoribosyltransferase reactionRHEA:11770 |
|
phosphoribosylanthranilate isomeraseEC:5.3.1.24 | catalyzes | phosphoribosylanthranilate isomerase reactionRHEA:21541 |
|
indole-3-glycerol-phosphate synthaseEC:4.1.1.48 | catalyzes | indole-3-glycerol-phosphate synthase reactionRHEA:23477 |
|
tryptophan synthaseEC:4.2.1.20 | catalyzes | (1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate => indole + D-glyceraldehyde 3-phosphateRHEA:14082 |
|
tryptophan synthaseEC:4.2.1.20 | catalyzes | indole + L-serine => L-tryptophan + H2ORHEA:26435 |
|
anthranilate phosphoribosyltransferase reactionRHEA:11770 | precedes | phosphoribosylanthranilate isomerase reactionRHEA:21541 |
|
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate => indole + D-glyceraldehyde 3-phosphateRHEA:14082 | precedes | indole + L-serine => L-tryptophan + H2ORHEA:26435 |
|
phosphoribosylanthranilate isomerase reactionRHEA:21541 | precedes | indole-3-glycerol-phosphate synthase reactionRHEA:23477 |
|
anthranilate synthase reactionRHEA:21733 | precedes | anthranilate phosphoribosyltransferase reactionRHEA:11770 |
|
indole-3-glycerol-phosphate synthase reactionRHEA:23477 | precedes | (1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate => indole + D-glyceraldehyde 3-phosphateRHEA:14082 |
|
Anthranilate synthase component 1UniProtKB:P00895 | enables | anthranilate synthase reactionRHEA:21733 |
|
L-tryptophanCHEBI:57912 | inhibits | Anthranilate synthase component 1UniProtKB:P00895 |
|
Anthranilate synthase component 1UniProtKB:P00895 | has_cofactor | magnesium(2+)CHEBI:18420 |
|
Bifunctional protein TrpGDUniProtKB:P00904 | enables | anthranilate synthase reactionRHEA:21733 |
|
Bifunctional protein TrpGDUniProtKB:P00904 | enables | anthranilate phosphoribosyltransferase reactionRHEA:11770 |
|
L-tryptophanCHEBI:57912 | inhibits | Bifunctional protein TrpGDUniProtKB:P00904 |
|
Tryptophan biosynthesis protein TrpCFUniProtKB:P00909 | enables | phosphoribosylanthranilate isomerase reactionRHEA:21541 |
|
Tryptophan biosynthesis protein TrpCFUniProtKB:P00909 | enables | indole-3-glycerol-phosphate synthase reactionRHEA:23477 |
|
Tryptophan synthase alpha chainUniProtKB:P0A877 | enables | (1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate => indole + D-glyceraldehyde 3-phosphateRHEA:14082 |
|
Tryptophan synthase alpha chainUniProtKB:P0A877 | enables | indole + L-serine => L-tryptophan + H2ORHEA:26435 |
|
Tryptophan synthase beta chainUniProtKB:P0A879 | enables | (1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate => indole + D-glyceraldehyde 3-phosphateRHEA:14082 |
|
Tryptophan synthase beta chainUniProtKB:P0A879 | enables | indole + L-serine => L-tryptophan + H2ORHEA:26435 |
|
Tryptophan synthase beta chainUniProtKB:P0A879 | has_cofactor | pyridoxal 5'-phosphate(2-)CHEBI:597326 |
|
References
MetaCyc:TRPSYN-PWYMetaCyc L-tryptophan biosynthesis pathway (source version: 22.5)RHEA:21732Rhea anthranilate synthase reaction (source version: 139)RHEA:21733Rhea biosynthetic anthranilate synthase direction (source version: 139)RHEA:11768Rhea anthranilate phosphoribosyltransferase reaction (source version: 139)RHEA:11770Rhea biosynthetic anthranilate phosphoribosyltransferase direction (source version: 139)RHEA:21540Rhea phosphoribosylanthranilate isomerase reaction (source version: 139)RHEA:21541Rhea phosphoribosylanthranilate isomerase direction (source version: 139)RHEA:23476Rhea indole-3-glycerol-phosphate synthase reaction (source version: 139)RHEA:23477Rhea indole-3-glycerol-phosphate-forming direction (source version: 139)RHEA:10532Rhea tryptophan synthase reaction (source version: 139)RHEA:10533Rhea L-tryptophan-forming tryptophan synthase direction (source version: 139)PMID:4886289Ito et al., Journal of Bacteriology, 1969PMID:4886290Ito and Yanofsky, Journal of Bacteriology, 1969PMID:3298981Kirschner et al., Methods in Enzymology, 1987PMID:5332729Creighton and Yanofsky, Journal of Biological Chemistry, 1966PMID:16590328Crawford and Yanofsky, Proceedings of the National Academy of Sciences, 1958RHEA:14082RHEA:14082 authority record (source version: 139)RHEA:26435RHEA:26435 authority record (source version: 139)UniProtKB:P00895UniProtKB:P00895 authority record (source version: 2026_03)UniProtKB:P00904UniProtKB:P00904 authority record (source version: 2026_03)UniProtKB:P00909UniProtKB:P00909 authority record (source version: 2026_03)UniProtKB:P0A877UniProtKB:P0A877 authority record (source version: 2026_03)UniProtKB:P0A879UniProtKB:P0A879 authority record (source version: 2026_03)
Curation history
- codex
- EDIT — Review causal chemistry and add sourced molecular context
Reviewed the entire record against MetaCyc 22.5 native pathway XML (including nested pathways), Rhea 139 explicit sides and directions, ENZYME 02-Sep-2026, PubMed records, and reviewed UniProt 2026_03 annotations within the record's taxon scope. Replaced generated structured-source quotations with source_assertion and source_locator. Typed molecular activities and participants. Reaction count 5 to 6; 0 directed-ID corrections; 5 protein annotations, 2 cofactor annotations and 0 sourced locations. All Rhea reaction substrate/product sets checked against independent Rhea authority; native pathway leaf coverage and source exceptions recorded in reports/causal_graph_review/metacyc-review.json. Full source URLs, versions and byte hashes are in metacyc-sources.json. All 50 MetaCyc records passed native schema validation; six targeted chemistry/evidence regression tests passed. Missing protein or cofactor annotations are not treated as biological absence; qualifications and exclusions are preserved in the ledger. Expanded combined reaction steps: RHEA:10533.
- EDIT — Review causal chemistry and add sourced molecular context