KEGG   ENZYME: 1.14.13.68Help
Entry
EC 1.14.13.68               Enzyme                                 

Name
4-hydroxyphenylacetaldehyde oxime monooxygenase;
4-hydroxybenzeneacetaldehyde oxime monooxygenase;
cytochrome P450II-dependent monooxygenase;
NADPH-cytochrome P450 reductase (CYP71E1);
CYP71E1;
4-hydroxyphenylacetaldehyde oxime,NADPH:oxygen oxidoreductase
Class
Oxidoreductases;
Acting on paired donors, with incorporation or reduction of molecular oxygen;
With NADH or NADPH as one donor, and incorporation of one atom of oxygen into the other donor
BRITE hierarchy
Sysname
(Z)-4-hydroxyphenylacetaldehyde oxime,NADPH:oxygen oxidoreductase
Reaction(IUBMB)
(Z)-4-hydroxyphenylacetaldehyde oxime + NADPH + H+ + O2 = (S)-4-hydroxymandelonitrile + NADP+ + 2 H2O [RN:R05728]
Reaction(KEGG)
R05728;
(other) R02708 R04306
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Substrate
(Z)-4-hydroxyphenylacetaldehyde oxime [CPD:C04353];
NADPH [CPD:C00005];
H+ [CPD:C00080];
O2 [CPD:C00007]
Product
(S)-4-hydroxymandelonitrile [CPD:C03742];
NADP+ [CPD:C00006];
H2O [CPD:C00001]
Comment
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.
History
EC 1.14.13.68 created 2000, modified 2005
Pathway
Cyanoamino acid metabolism
Biosynthesis of secondary metabolites
Orthology
K13029  
4-hydroxyphenylacetaldehyde oxime monooxygenase
Genes
BDI: 
SBI: 
SORBI_01g001160(SORBIDRAFT_01g001160) SORBI_01g001180(SORBIDRAFT_01g001180) SORBI_05g022050(SORBIDRAFT_05g022050)
ZMA: 
100194166(GRMZM2G159353)
SITA: 
Taxonomy
Reference
1  [PMID:237909]
  Authors
MacFarlane IJ, Lees EM, Conn EE.
  Title
The in vitro biosynthesis of dhurrin, the cyanogenic glycoside of Sorghum bicolor.
  Journal
J. Biol. Chem. 250 (1975) 4708-13.
Reference
2  [PMID:193443]
  Authors
Shimada M, Conn EE.
  Title
The enzymatic conversion of p-hydroxyphenylacetaldoxime to p-hydroxymandelonitrile.
  Journal
Arch. Biochem. Biophys. 180 (1977) 199-207.
Reference
3  [PMID:12114576]
  Authors
Busk PK, Moller BL.
  Title
Dhurrin synthesis in sorghum is regulated at the transcriptional level and induced by nitrogen fertilization in older plants.
  Journal
Plant. Physiol. 129 (2002) 1222-31.
Reference
4  [PMID:15665094]
  Authors
Kristensen C, Morant M, Olsen CE, Ekstrom CT, Galbraith DW, Moller BL, Bak S.
  Title
Metabolic engineering of dhurrin in transgenic Arabidopsis plants with marginal inadvertent effects on the metabolome and transcriptome.
  Journal
Proc. Natl. Acad. Sci. U. S. A. 102 (2005) 1779-84.
Other DBs
ExplorEnz - The Enzyme Database: 
IUBMB Enzyme Nomenclature: 
ExPASy - ENZYME nomenclature database: 
BRENDA, the Enzyme Database: 

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