Reaction: (Z)-4-hydroxyphenylacetaldehyde oxime + NADPH + H+ + O2 = (S)-4-hydroxymandelonitrile + NADP+ + 2 H2O
For diagram click here.
Other name(s): 4-hydroxybenzeneacetaldehyde oxime monooxygenase; cytochrome P450II-dependent monooxygenase; NADPH-cytochrome P450 reductase (CYP71E1); CYP71E1; 4-hydroxyphenylacetaldehyde oxime,NADPH:oxygen oxidoreductase
Systematic name: (Z)-4-hydroxyphenylacetaldehyde oxime,NADPH:oxygen oxidoreductase
Comments: This enzyme is involved in the biosynthesis of the cyanogenic glucoside dhurrin in sorghum, along with EC 18.104.22.168, tyrosine N-monooxygenase and EC 22.214.171.124, cyanohydrin β-glucosyltransferase.
Links to other databases: BRENDA, EXPASY, KEGG, Metacyc, CAS registry number:
1. MacFarlane, I.J., Lees, E.M. and Conn, E.E. The in vitro biosynthesis of dhurrin, the cyanogenic glycoside of Sorghum bicolor. J. Biol. Chem. 250 (1975) 4708-4713. [PMID: 237909]
2. Shimada, M. and Conn, E.E. The enzymatic conversion of p-hydroxyphenylacetaldoxime to p-hydroxymandelonitrile Arch. Biochem. Biophys. 180 (1977) 199-207. [PMID: 193443]
3. Busk, P.K. and Møller, B.L. Dhurrin synthesis in sorghum is regulated at the transcriptional level and induced by nitrogen fertilization in older plants. Plant Physiol. 129 (2002) 1222-1231. [PMID: 12114576]
4. Kristensen, C., Morant, M., Olsen, C.E., Ekstrøm, C.T., Galbraith, D.W., Møller, B.L. and Bak, S. Metabolic engineering of dhurrin in transgenic Arabidopsis plants with marginal inadvertent effects on the metabolome and transcriptome. Proc. Natl. Acad. Sci. USA 102 (2005) 1779-1784. [PMID: 15665094]