Oxidoreductases;
Acting on paired donors, with incorporation or reduction of molecular oxygen;
With NADH or NADPH as one donor, and incorporation of one atom of oxygen into the other donor

alkene,NADH:oxygen oxidoreductase

propene + NADH + H+ + O2 = 1,2-epoxypropane + NAD+ + H2O [RN:R07194]

R07194 > R05729 R05730;
(other) R05444

propene [CPD:C11505];
NADH [CPD:C00004];
H+ [CPD:C00080];
O2 [CPD:C00007]

This bacterial binuclear non-heme iron enzyme is a multicomponent enzyme complex comprising an oxygenase, a reductase, and a Rieske-type ferredoxin. The enzyme from the bacterium Xanthobacter sp. strain Py2 contains an additional small protein of unknown function that is essential for activity. In general, the enzyme oxygenates C2 to C6 aliphatic alkenes, although enzymes from different organisms show different substrate range. With propene as substrate, the stereospecifity of the epoxypropane formed is 95% (R) and 5% (S).

EC 1.14.13.69 created 2001

1  [PMID:9312093]

Small FJ, Ensign SA.

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) 24913-20.

2  [PMID:9266707]

Gallagher SC, Cammack R, 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) 635-41.

3  [PMID:10103255]

Zhou NY, Jenkins A, Chan Kwo Chion CK, Leak DJ.

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) 1589-95.

[xau:Xaut_4857]

4  [PMID:15476981]

Champreda V, Zhou NY, Leak DJ

Heterologous expression of alkene monooxygenase components from Xanthobacter autotrophicus Py2 and reconstitution of the active complex.

FEMS. Microbiol. Lett. 239 (2004) 309-18.

5  [PMID:16402171]

Champreda V, Choi YJ, Zhou NY, Leak DJ

Alteration of the stereo- and regioselectivity of alkene monooxygenase based on coupling protein interactions.

Appl. Microbiol. Biotechnol. 71 (2006) 840-7.