aromatic aldoxime N-monooxygenase EC#: 1.14.14.45; ChemWhat Code: 1375553

Product Name aromatic aldoxime N-monooxygenase
Example Structure Example Structure of aromatic aldoxime N-monooxygenase EC#: 1.14.14.45
Synonyms At4g31500, CYP83B1, cytochrome P450 83B1, HM347235
EC Number 1.14.14.45
CAS Registry Number
Comments This cytochrome P450 (heme-thiolate) enzyme is involved in the biosynthesis of glucosinolates in plants. The enzyme catalyses the N-hydroxylation of aromatic aldoximes derived from L-tryptophan and L-phenylalanine, forming an aci-nitro intermediate that reacts non-enzymically with glutathione to produce an N-alkyl-thiohydroximate adduct, the committed precursor of glucosinolates. In the absence of glutathione, the enzyme is suicidal, probably due to interaction of the reactive aci-nitro compound with catalytic residues in the active site.
Cofactor heme-thiolate
History
Reactions (1) (E)-indol-3-ylacetaldehyde oxime + [reduced NADPH–hemoprotein reductase] + glutathione + O(2) = S-((E)-N-hydroxy(indol-3- yl)acetimidoyl)-L-glutathione + [oxidized NADPH–hemoprotein reductase] + 2 H(2)O. (2) (E)-phenylacetaldehyde oxime + [reduced NADPH–hemoprotein reductase] + glutathione + O(2) = S-((Z)-N-hydroxy(phenyl)acetimidoyl)-L-glutathione + [oxidized NADPH–hemoprotein reductase] + 2 H(2)O (overall reaction).

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