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EC 4.1.99.24 Details
EC number
4.1.99.24
Accepted name
L-tyrosine isonitrile synthase
Reaction
L-tyrosine + D-ribulose 5-phosphate = (2S)-3-(4-hydroxyphenyl)-2-isocyanopropanoate + hydroxyacetone + formaldehyde + phosphate + H2O
Other name(s)
pvcA (gene name)
Systematic name
L-tyrosine:D-ribulose-5-phosphate lyase (isonitrile-forming)
Comment
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 β-keto imine and keto-enol tautomerization. This is followed by a C-C bond cleavage, the release of hydroxyacetone, and a retro aldol type reaction that releases formaldehyde and forms the final product [3]. cf. EC 4.1.99.25, L-tryptophan isonitrile synthase.
History
created 2018
EC Tree
4.1.99.4 created 1981, deleted 2002
4.1.99.6 created 1989, deleted 2000
4.1.99.7 created 1992 as EC 2.5.1.40, transferred 1999 to EC 4.1.99.7, deleted 2000
4.1.99.8 created 2000, deleted 2000
4.1.99.9 created 2000, deleted 2000
4.1.99.10 created 2000, deleted 2000