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ENZYME

ENZYME entry: EC 4.1.99.25

Accepted Name
L-tryptophan isonitrile synthase
Reaction catalysed
D-ribulose 5-phosphate + L-tryptophan <=> (2S)-3-(1H-indol-3-yl)-2-isocyanopropanoate + formaldehyde + H(+) + H2O + hydroxyacetone + phosphate
Comment(s)
  • The enzymes from cyanobacteria that belong to the Stigonematales order participate in the biosynthesis of hapalindole-type alkaloids.
  • According to the proposed mechanism, the enzyme forms an imine intermediate composed of linked L-tryptophan and D-ribulose 5-phosphate, followed by loss of the phosphate group and formation of a beta-keto imine and keto-enol tautomerization.
  • This is followed by a C-C bond cleavage, the release of acetol, and a retro aldol type reaction that releases formaldehyde and forms the final product. cf. EC 4.1.99.24.
Cross-references
BRENDA4.1.99.25
EC2PDB4.1.99.25
ExplorEnz4.1.99.25
PRIAM enzyme-specific profiles4.1.99.25
KEGG Ligand Database for Enzyme Nomenclature4.1.99.25
IUBMB Enzyme Nomenclature4.1.99.25
IntEnz4.1.99.25
MEDLINEFind literature relating to 4.1.99.25
MetaCyc4.1.99.25
Rhea expert-curated reactions4.1.99.25
UniProtKB/Swiss-Prot
V5TF65, AMBI1_FISAUV5TES5, AMBI2_FISAU

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