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1.14.14.43: (methylsulfanyl)alkanaldoxime N-monooxygenase

This is an abbreviated version!
For detailed information about (methylsulfanyl)alkanaldoxime N-monooxygenase, go to the full flat file.

Word Map on EC 1.14.14.43

Reaction

a 1-(methylsulfanyl)-4-aci-nitroalkane
+
glutathione
=
an S-[(1E)-1-(hydroxyimino)-omega-(methylsulfanyl)alkyl]-L-glutathione
+
H2O

Synonyms

(methylthio)alkanaldoxime N-monooxygenase, CYP83A1, CYP83A1.1, cytochrome P450 CYP83A1, cytochrome P450 monooxygenase 83A1-2

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
                1.14.14.43 (methylsulfanyl)alkanaldoxime N-monooxygenase

Systematic Name

Systematic Name on EC 1.14.14.43 - (methylsulfanyl)alkanaldoxime N-monooxygenase

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SYSTEMATIC NAME
IUBMB Comments
(E)-omega-(methylthio)alkananaldoxime,[reduced NADPH-hemoprotein reductase]:oxygen oxidoreductase (N-hydroxylating)
This cytochrome P-450 (heme thiolate) enzyme is involved in the biosynthesis of glucosinolates in plants. The enzyme catalyses an N-hydroxylation of the E isomer of omega-(methylsulfanyl)alkanal oximes, 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 a thiol compound, the enzyme is suicidal, probably due to interaction of the reactive aci-nitro intermediate with active site residues.