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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

Substrates Products

Substrates Products on EC 1.14.14.45 - aromatic aldoxime N-monooxygenase

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SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
(E)-4-hydroxyphenylacetaldoxime + O2 + [reduced NADPH-hemoprotein reductase]
1-aci-nitro-2-(4-hydroxyphenyl)-ethane + H2O + [oxidized NADPH-hemoprotein reductase]
show the reaction diagram
-
-
-
?
(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
show the reaction diagram
-
overall reaction
-
?
(E)-p-hydroxyphenylacetaldehyde oxime + [reduced NADPH-hemoprotein reductase] + glutathione + O2
S-[(Z)-N-hydroxy(p-hydroxyphenyl)acetimidoyl]-L-glutathione + [oxidized NADPH-hemoprotein reductase] + 2 H2O
show the reaction diagram
-
overall reaction
-
?
(E)-p-hydroxyphenylacetaldoxime + NADPH + H+ + 2-mercaptoethanol
(Z)-2-hydroxyethyl N,4-dihydroxybenzene-1-carboximidothioate + NADP+ + H2O
show the reaction diagram
-
CYP83B1 shows absolute specificity towards (E)-p-hydroxyphenylacetaldoxime as a substrate, and the (Z)-S-alkyl-thiohydroximate formed maintains the structural configuration of the oxime function as in the (E)-p-hydroxyphenylacetaldoxime substrate
-
?
(E)-phenylacetaldehyde oxime + [reduced NADPH-hemoprotein reductase] + glutathione + O2
S-[(Z)-N-hydroxy(phenyl)acetimidoyl]-L-glutathione + [oxidized NADPH-hemoprotein reductase] + 2 H2O
show the reaction diagram
-
overall reaction
-
?
(E)-phenylacetaldoxime + O2 + [reduced NADPH-hemoprotein reductase]
1-aci-nitro-2-phenylethane + H2O + [oxidized NADPH-hemoprotein reductase]
show the reaction diagram
-
-
-
?
1-aci-nitro-2-(4-hydroxyphenyl)-ethane + 2-mercaptoethanol
(Z)-2-hydroxyethyl N-hydroxy-2-(4-hydroxyphenyl)ethanimidothioate + H2O
show the reaction diagram
-
-
-
?
an (E)-omega-(methylthio)alkanal oxime + O2 + glutathione + [reduced NADPH-hemoprotein reductase]
an (E)-1-(glutathione-S-yl)-omega-(methylthio)alkylhydroximate + 2 H2O + [oxidized NADPH-hemoprotein reductase]
show the reaction diagram
-
-
-
?
indole-3-acetaldoxime + O2 + glutathione + [reduced NADPH-hemoprotein reductase]
1-aci-nitro-2-indolyl-ethane + H2O + [oxidized NADPH-hemoprotein reductase]
show the reaction diagram
indole-3-acetaldoxime + [reduced NADPH-hemoprotein reductase] + O2
1-aci-nitro-2-indolyl-ethane + [oxidized NADPH-hemoprotein reductase] + 2 H2O
show the reaction diagram
-
the aci-nitro compound formed reacts non-enzymatically with thiol compounds to produce an N-alkyl-thiohydroximate adduct, the committed precursor of glucosinolates
-
?
p-hydroxyphenylacetaldoxime + [reduced NADPH-hemoprotein reductase] + cysteine + O2
S-(benzohydroximoyl)-L-cysteine + [oxidized NADPH-hemoprotein reductase] + 2 H2O
show the reaction diagram
-
overall reaction
-
?
p-hydroxyphenylacetaldoxime + [reduced NADPH-hemoprotein reductase] + N-acetylcysteine + O2
S-(benzohydroximoyl)-N-acetyl-L-cysteine + [oxidized NADPH-hemoprotein reductase] + 2 H2O
show the reaction diagram
-
overall reaction
-
?
additional information
?
-