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ENZYME entry: EC 1.14.14.45

Accepted Name
Aromatic aldoxime N-monooxygenase.
Alternative Name(s)
CYP83B1.
Reaction catalysed
  • (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
  • (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)
Cofactor(s)
Heme-thiolate.
Comment(s)
  • Involved in the biosynthesis of glucosinolates in plants.
  • The enzyme catalyzes 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.
Cross-references
BRENDA1.14.14.45
EC2PDB1.14.14.45
ExplorEnz1.14.14.45
PRIAM enzyme-specific profiles1.14.14.45
KEGG Ligand Database for Enzyme Nomenclature1.14.14.45
IUBMB Enzyme Nomenclature1.14.14.45
IntEnz1.14.14.45
MEDLINEFind literature relating to 1.14.14.45
MetaCyc1.14.14.45
UniProtKB/Swiss-Prot
O65782, C83B1_ARATH

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