| EC |
1.14.13.69 |
| Accepted name: |
alkene monooxygenase |
| Reaction: |
propene + NADH + H+ + O2 = 1,2-epoxypropane + NAD+ + H2O |
|
For diagram of epoxide carboxylation, click here and for diagram of isoprene biosynthesis and metabolism, click here |
| Other name(s): |
alkene epoxygenase; etnABCD (gene names); amoABCDE (gene names) |
| Systematic name: |
alkene,NADH:oxygen oxidoreductase |
| Comments: |
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 stereospecificity of the epoxypropane formed is 95% (R) and 5% (S). |
| Links to other databases: |
BRENDA, EAWAG-BBD, EXPASY, KEGG, MetaCyc, 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. [DOI] [PMID: 9312093] |
| 2. |
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. [DOI] [PMID: 9266707] |
| 3. |
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] |
| 4. |
Champreda, V., Zhou, N.Y. and Leak, D.J. Heterologous expression of alkene monooxygenase components from Xanthobacter autotrophicus Py2 and reconstitution of the active complex. FEMS Microbiol. Lett. 239 (2004) 309–318. [DOI] [PMID: 15476981] |
| 5. |
Champreda, V., Choi, Y.J., Zhou, N.Y. and Leak, D.J. Alteration of the stereo- and regioselectivity of alkene monooxygenase based on coupling protein interactions. Appl. Microbiol. Biotechnol. 71 (2006) 840–847. [DOI] [PMID: 16402171] |
|
| [EC 1.14.13.69 created 2001] |
| |
|
| |
|
Printable version