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Literature summary for 4.1.99.24 extracted from

  • Chang, W.; Sanyal, D.; Huang, J.; Ittiamornkul, K.; Zhu, Q.; Liu, X.
    In vitro stepwise reconstitution of amino acid derived vinyl isocyanide biosynthesis detection of an elusive intermediate (2017), Org. Lett., 19, 1208-1211 .
    View publication on PubMed

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
L-tyrosine + D-ribulose 5-phosphate Xenorhabdus nematophila
-
(2S)-3-(4-hydroxyphenyl)-2-isocyanopropanoate + hydroxyacetone + formaldehyde + phosphate + H2O
-
?

Organism

Organism UniProt Comment Textmining
Xenorhabdus nematophila
-
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
L-tyrosine + D-ribulose 5-phosphate
-
Xenorhabdus nematophila (2S)-3-(4-hydroxyphenyl)-2-isocyanopropanoate + hydroxyacetone + formaldehyde + phosphate + H2O
-
?
L-tyrosine + D-ribulose 5-phosphate 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 hydroxyacetone, and a retro aldol type reaction that releases formaldehyde and forms the final product Xenorhabdus nematophila (2S)-3-(4-hydroxyphenyl)-2-isocyanopropanoate + hydroxyacetone + formaldehyde + phosphate + H2O
-
?

Synonyms

Synonyms Comment Organism
pvcA
-
Xenorhabdus nematophila

General Information

General Information Comment Organism
metabolism the enzyme is involved in the biosynthetic pathways for vinyl isocyanides Xenorhabdus nematophila