Hydroxyphenylacetonitrile 2-monooxygenase

In enzymology, a hydroxyphenylacetonitrile 2-monooxygenase (EC 1.14.13.42) is an enzyme that catalyzes the chemical reaction

4-hydroxyphenylacetonitrile + NADPH + H+ + O2 4-hydroxymandelonitrile + NADP+ + H2O
hydroxyphenylacetonitrile 2-monooxygenase
Identifiers
EC number1.14.13.42
CAS number89287-41-2
Databases
IntEnzIntEnz view
BRENDABRENDA entry
ExPASyNiceZyme view
KEGGKEGG entry
MetaCycmetabolic pathway
PRIAMprofile
PDB structuresRCSB PDB PDBe PDBsum
Gene OntologyAmiGO / QuickGO

The 4 substrates of this enzyme are 4-hydroxyphenylacetonitrile, NADPH, H+, and O2, whereas its 3 products are 4-hydroxymandelonitrile, NADP+, and H2O.

This enzyme belongs to the family of oxidoreductases, specifically those acting on paired donors, with O2 as oxidant and incorporation or reduction of oxygen. The oxygen incorporated need not be derived from O2 with NADH or NADPH as one donor, and incorporation of one atom o oxygen into the other donor. The systematic name of this enzyme class is 4-hydroxyphenylacetonitrile,NADPH:oxygen oxidoreductase (2-hydroxylating). Other names in common use include 4-hydroxyphenylacetonitrile monooxygenase, and 4-hydroxyphenylacetonitrile hydroxylase. It employs one cofactor, heme.

References

    • Halkier BA, Moller BL (1990). "The biosynthesis of cyanogenic glucosides in higher plants Identification of three hydroxylation steps in the biosynthesis of dhurrin in Sorghum bicolor (L.) Moench and the involvement of 1-ACI-nitro-2-(p-hydroxyphenyl)ethane as an intermediate". J. Biol. Chem. 265 (34): 21114–21. PMID 2250015.


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