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
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1.14.14.40
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glucosinolates
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aldoxime
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phenylacetaldoxime
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benzyl
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brassicales
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indole-3-acetaldoxime
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nitriles
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phenylacetic
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cyanogenic
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prunus
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benzylglucosinolate
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iaa
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indole-3-acetic
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synthesis
- 1.14.14.40
- glucosinolates
- aldoxime
- phenylacetaldoxime
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benzyl
- brassicales
- indole-3-acetaldoxime
- nitriles
-
phenylacetic
-
cyanogenic
-
prunus
- benzylglucosinolate
- iaa
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indole-3-acetic
- synthesis
Reaction
+ 2 [reduced NADPH-hemoprotein reductase] + 2 O2 = + 2 [oxidized NADPH-hemoprotein reductase] + + 3 H2O
Synonyms
CYP79A1, CYP79A2, CYP79D16, cytochrome P450 79D16, EC 1.14.13.124
ECTree
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Natural Substrates Products
Natural Substrates Products on EC 1.14.14.40 - phenylalanine N-monooxygenase
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REACTION DIAGRAM
(E)-4-hydroxyphenylacetaldoxime + O2 + [reduced NADPH-hemoprotein reductase]
1-aci-nitro-2-(4-hydroxyphenyl)-ethane + H2O + [oxidized NADPH-hemoprotein reductase]
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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
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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]
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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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