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1.14.14.40: phenylalanine N-monooxygenase

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

Word Map on EC 1.14.14.40

Reaction

L-phenylalanine
+ 2 [reduced NADPH-hemoprotein reductase] + 2 O2 =
(E)-phenylacetaldoxime
+ 2 [oxidized NADPH-hemoprotein reductase] +
CO2
+ 3 H2O

Synonyms

CYP79A1, CYP79A2, CYP79D16, cytochrome P450 79D16, EC 1.14.13.124

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
                1.14.14.40 phenylalanine N-monooxygenase

Natural Substrates Products

Natural Substrates Products on EC 1.14.14.40 - phenylalanine N-monooxygenase

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NATURAL SUBSTRATE
NATURAL 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
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first step of reaction
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?
1-aci-nitro-2-(4-hydroxyphenyl)-ethane + 2-mercaptoethanol
(Z)-2-hydroxyethyl N-hydroxy-2-(4-hydroxyphenyl)ethanimidothioate + H2O
show the reaction diagram
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?
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
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overall reaction
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?
additional information
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CYP83B1 catalyzes the conversion of the (E)-p-hydroxyphenylacetaldoxime into an S-alkyl-thiohydroximate with retention of the configuration of the E-oxime intermediate in the final glucosinolate core structure. CYP83B1 from Arabidopsis thaliana cannot convert the (E)-p-hydroxyphenylacetaldoxime to the (Z)-isomer, which blocks the route towards cyanogenic glucoside synthesis
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