1.14.14.45: aromatic aldoxime N-monooxygenase

This is an abbreviated version, for detailed information about aromatic aldoxime N-monooxygenase, go to the full flat file.

Reaction

(E)-indol-3-ylacetaldehyde oxime
+
[reduced NADPH-hemoprotein reductase]
+
glutathione
+
O2
=
S-[(E)-N-hydroxy(indol-3-yl)acetimidoyl]-L-glutathione
+
[oxidized NADPH-hemoprotein reductase]
+ 2 H2O

Synonyms

At4g31500, CYP83B1, cytochrome P450 83B1, HM347235

ECTree

     1 Oxidoreductases
         1.14 Acting on paired donors, with incorporation or reduction of molecular oxygen
             1.14.14 With reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygen into the other donor
                1.14.14.45 aromatic aldoxime N-monooxygenase

Systematic Name

Systematic Name on EC 1.14.14.45 - aromatic aldoxime N-monooxygenase

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SYSTEMATIC NAME
IUBMB Comments
(E)-indol-3-ylacetaldoxime,[reduced NADPH—hemoprotein reductase],glutathione:oxygen oxidoreductase (oxime-hydroxylating)
This cytochrome P-450 (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, L-phenylalanine, and L-tyrosine, 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.