Reaction: phenylacetone + NADPH + H+ + O2 = benzyl acetate + NADP+ + H2O
For diagram click here.
Other name(s): PAMO
Systematic name: phenylacetone,NADPH:oxygen oxidoreductase
Comments: A flavoprotein (FAD). NADH cannot replace NADPH as coenzyme. In addition to phenylacetone, which is the best substrate found to date, this Baeyer-Villiger monooxygenase can oxidize other aromatic ketones [1-(4-hydroxyphenyl)propan-2-one, 1-(4-hydroxyphenyl)propan-2-one and 3-phenylbutan-2-one], some alipatic ketones (e.g. dodecan-2-one) and sulfides (e.g. 1-methyl-4-(methylsulfanyl)benzene).
Links to other databases: BRENDA, EXPASY, KEGG, Metacyc, PDB, CAS registry number: 1005768-90-0
References:
1. Malito, E., Alfieri, A., Fraaije, M.W. and Mattevi, A. Crystal structure of a Baeyer-Villiger monooxygenase. Proc. Natl. Acad. Sci. USA 101 (2004) 13157-13162. [PMID: 15328411]
2. Fraaije, M.W., Wu, J., Heuts, D.P., van Hellemond, E.W., Spelberg, J.H. and Janssen, D.B. Discovery of a thermostable Baeyer-Villiger monooxygenase by genome mining. Appl. Microbiol. Biotechnol. 66 (2005) 393-400. [PMID: 15599520]