Information on EC 1.14.13.68 - 4-hydroxyphenylacetaldehyde oxime monooxygenase

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The enzyme appears in viruses and cellular organisms

EC NUMBER
COMMENTARY hide
1.14.13.68
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RECOMMENDED NAME
GeneOntology No.
4-hydroxyphenylacetaldehyde oxime monooxygenase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
(Z)-4-hydroxyphenylacetaldehyde oxime + NADPH + H+ + O2 = (S)-4-hydroxymandelonitrile + NADP+ + 2 H2O
show the reaction diagram
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
oxidation
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redox reaction
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-
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reduction
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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
Cyanoamino acid metabolism
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Biosynthesis of secondary metabolites
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SYSTEMATIC NAME
IUBMB Comments
(Z)-4-hydroxyphenylacetaldehyde oxime,NADPH:oxygen oxidoreductase
This enzyme is involved in the biosynthesis of the cyanogenic glucoside dhurrin in sorghum, along with EC 1.14.13.41, tyrosine N-monooxygenase and EC 2.4.1.85, cyanohydrin beta-glucosyltransferase.
CAS REGISTRY NUMBER
COMMENTARY hide
213017-82-4
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ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
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Manually annotated by BRENDA team
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
(Z)-3-methylbutanaloxime + NADPH + O2 + H+
2-hydroxy-3-methylbutyronitrile + NADP+ + 2 H2O
show the reaction diagram
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-
-
-
?
(Z)-4-hydroxyphenylacetaldehyde oxime + NADPH + O2
4-hydroxymandelonitrile + NADP+ + H2O
show the reaction diagram
2-hydroxy(p-hydroxyphenyl)acetaldoxime
4-hydroxymandelonitrile + H2O
show the reaction diagram
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poor substrate
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-
?
4-hydroxyphenylacetaldehyde oxime + NADPH + O2
4-hydroxymandelonitrile + NADP+ + 2 H2O
show the reaction diagram
-
-
-
-
?
4-hydroxyphenylacetaldehyde oxime + NADPH + O2
4-hydroxymandelonitrile + NADP+ + H2O
show the reaction diagram
-
-
-
-
?
4-hydroxyphenylacetonitrile + NADPH + O2
4-hydroxymandelonitrile + NADP+ + H2O
show the reaction diagram
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-
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-
?
NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
(Z)-3-methylbutanaloxime + NADPH + O2 + H+
2-hydroxy-3-methylbutyronitrile + NADP+ + 2 H2O
show the reaction diagram
-
-
-
-
?
(Z)-4-hydroxyphenylacetaldehyde oxime + NADPH + O2
4-hydroxymandelonitrile + NADP+ + H2O
show the reaction diagram
-
involved in dhurrin synthesis
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?
4-hydroxyphenylacetaldehyde oxime + NADPH + O2
4-hydroxymandelonitrile + NADP+ + H2O
show the reaction diagram
-
-
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?
COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
NADH
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less effective than NADPH
NADPH
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
2-hydroxy(p-hydroxyphenyl)acetaldoxime
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in higher concentrations
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.2
p-hydroxyphenylacetaldoxime
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0.35
p-hydroxyphenylacetonitrile
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SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
0.003
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conversion of p-hydroxyphenylacetaldoxime to p-hydrobenzaldehyde
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
7.8 - 8.4
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formation of p-hydroxybenzaldehyde from L-tyrosine in microsomal fractions
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
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maximal activity after 1 day of germination
Manually annotated by BRENDA team
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE
Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
purification of heterologous expressed protein
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Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
in Escherichia coli strain JM109
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