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ENZYME entry: EC 4.1.99.24

Accepted Name
L-tyrosine isonitrile synthase.
Reaction catalysed
L-tyrosine + D-ribulose 5-phosphate <=> (2S)-3-(4-hydroxyphenyl)-2-isocyanopropanoate + hydroxyacetone + formaldehyde + phosphate + H(2)O
Comment(s)
  • The enzymes from the bacteria Pseudomonas aeruginosa and Xenorhabdus nematophila are involved in the biosynthesis of paerucumarin and rhabduscin, respectively.
  • According to the proposed mechanism, the enzyme forms an imine intermediate composed of linked L-tyrosine 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 4.1.99.25.
Cross-references
BRENDA4.1.99.24
EC2PDB4.1.99.24
ExplorEnz4.1.99.24
PRIAM enzyme-specific profiles4.1.99.24
KEGG Ligand Database for Enzyme Nomenclature4.1.99.24
IUBMB Enzyme Nomenclature4.1.99.24
IntEnz4.1.99.24
MEDLINEFind literature relating to 4.1.99.24
MetaCyc4.1.99.24
Rhea expert-curated reactions4.1.99.24

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