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Information on EC 1.14.14.43 - (methylsulfanyl)alkanaldoxime N-monooxygenase

for references in articles please use BRENDA:EC1.14.14.43
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EC Tree
IUBMB Comments
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.
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Word Map
The enzyme appears in viruses and cellular organisms
Synonyms
cyp83a1, more
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
a 1-(methylsulfanyl)-4-aci-nitroalkane + glutathione = an S-[(1E)-1-(hydroxyimino)-omega-(methylsulfanyl)alkyl]-L-glutathione + H2O
show the reaction diagram
(1b)
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an (E)-omega-(methylsulfanyl)alkanal oxime + [reduced NADPH-hemoprotein reductase] + glutathione + O2 = an S-[(1E)-1-(hydroxyimino)-omega-(methylsulfanyl)alkyl]-L-glutathione + [oxidized NADPH-hemoprotein reductase] + 2 H2O
show the reaction diagram
overall reaction
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an (E)-omega-(methylsulfanyl)alkanal oxime + [reduced NADPH-hemoprotein reductase] + O2 = a 1-(methylsulfanyl)-4-aci-nitroalkane + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
(1a)
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PATHWAY SOURCE
PATHWAYS
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