KEGG   ENZYME: 1.14.14.77
Entry
EC 1.14.14.77               Enzyme                                 

Name
phenylacetonitrile alpha-monooxygenase;
CYP3201B1 (gene name)
Class
Oxidoreductases;
Acting on paired donors, with incorporation or reduction of molecular oxygen;
With reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygen into the other donor
Sysname
phenylacetonitrile,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase [(R)-mandelonitrile-forming]
Reaction(IUBMB)
phenylacetonitrile + [reduced NADPH---hemoprotein reductase] + O2 = (R)-mandelonitrile + [oxidized NADPH---hemoprotein reductase] + H2O [RN:R11733]
Reaction(KEGG)
R11733
Substrate
phenylacetonitrile [CPD:C16074];
[reduced NADPH---hemoprotein reductase] [CPD:C03024];
O2 [CPD:C00007]
Product
(R)-mandelonitrile [CPD:C00561];
[oxidized NADPH---hemoprotein reductase] [CPD:C03161];
H2O [CPD:C00001]
Comment
The enzyme has been characterized from the cyanogenic millipede Chamberlinius hualienensis. Unlike plant enzymes that can catalyse this reaction (EC 1.14.14.44, phenylacetaldehyde oxime monooxygenase), this enzyme cannot act on phenylacetaldehyde oximes. It can accept (4-hydroxyphenyl)acetonitrile, (2-methylphenyl)acetonitrile, and (3-methylphenyl)acetonitrile as substrates at a lower rate.
History
EC 1.14.14.77 created 2018
Orthology
K22880  phenylacetonitrile alpha-monooxygenase
Reference
1  [PMID:28286729]
  Authors
Yamaguchi T, Kuwahara Y, Asano Y
  Title
A novel cytochrome P450, CYP3201B1, is involved in (R)-mandelonitrile biosynthesis in a cyanogenic millipede.
  Journal
FEBS Open Bio 7:335-347 (2017)
DOI:10.1002/2211-5463.12170
  Sequence
Other DBs
ExplorEnz - The Enzyme Database: 1.14.14.77
IUBMB Enzyme Nomenclature: 1.14.14.77
ExPASy - ENZYME nomenclature database: 1.14.14.77
BRENDA, the Enzyme Database: 1.14.14.77

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