Reaction: propene + NADH + H+ + O2 = 1,2-epoxypropane + NAD+ + H2O
For diagram click here.
Other name(s): alkene epoxygenase
Systematic name: alkene,NADH:oxygen oxidoreductase
Comments: The enzyme from Xanthobacter sp. strain Py2 is a multicomponent enzyme comprising (1) an NADH reductase, which provides the reductant for O2 activation; (2) a Rieske-type ferredoxin, which is an electron-transfer protein; (3) an oxygenase, which contains the catalytic centre for alkene epoxidation and (4) a small protein of unknown function that is essential for activity. Requires Fe(II). The enzyme oxygenates C2 to C6 aliphatic alkenes. With 1,2-epoxypropane as substrate, the stereospecifity of the epoxypropane formed is 95% (R) and 5% (S).
Links to other databases: BRENDA, EXPASY, KEGG, UM-BBD, CAS registry number: 63439-50-9
References:
1. Small, F.J. and Ensign, S.A. Alkene monooxygenase from Xanthobacter strain Py2: purification and characterization of a four-component system central to the bacterial metabolism of aliphatic alkenes. J. Biol. Chem. 272 (1997) 24913-24920. [PMID: 9312093]
2. Zhou, N.Y., Jenkins, A., Chion, C.K.N.C.K. and Leak, D.J. The alkene monooxygenase from Xanthobacter strain Py2 is closely related to aromatic monooxygenases and catalyzes aromatic monohydroxylation of benzene, toluene, and phenol. Appl. Environ. Microbiol. 65 (1999) 1589-1595. [PMID: 10103255]
3. Gallagher, S.C., Cammack, R. and Dalton, H. Alkene monooxygenase from Nocardia corallina B-276 is a member of the class of dinuclear iron proteins capable of stereospecific epoxygenation reactions. Eur. J. Biochem. 247 (1997) 635-641. [PMID: 9266707]