Cyclohexanone monooxygenase
Cyclohexanone monooxygenase (EC 1.14.13.22, cyclohexanone 1,2-monooxygenase, cyclohexanone oxygenase, cyclohexanone:NADPH:oxygen oxidoreductase (6-hydroxylating, 1,2-lactonizing)) is an enzyme with systematic name cyclohexanone,NADPH:oxygen oxidoreductase (lactone-forming).[1][2][3][4][5][6] This enzyme catalyses the following chemical reaction
- cyclohexanone + NADPH + H+ + O2 hexano-6-lactone + NADP+ + H2O
| Cyclohexanone monooxygenase | |||||||||
|---|---|---|---|---|---|---|---|---|---|
| Identifiers | |||||||||
| EC number | 1.14.13.22 | ||||||||
| CAS number | 52037-90-8 | ||||||||
| Databases | |||||||||
| IntEnz | IntEnz view | ||||||||
| BRENDA | BRENDA entry | ||||||||
| ExPASy | NiceZyme view | ||||||||
| KEGG | KEGG entry | ||||||||
| MetaCyc | metabolic pathway | ||||||||
| PRIAM | profile | ||||||||
| PDB structures | RCSB PDB PDBe PDBsum | ||||||||
| |||||||||
Cyclohexanone monooxygenase is a flavoprotein (FAD).
References
- Donoghue NA, Norris DB, Trudgill PW (March 1976). "The purification and properties of cyclohexanone oxygenase from Nocardia globerula CL1 and Acinetobacter NCIB 9871". European Journal of Biochemistry. 63 (1): 175–92. doi:10.1111/j.1432-1033.1976.tb10220.x. PMID 1261545.
- Sheng D, Ballou DP, Massey V (September 2001). "Mechanistic studies of cyclohexanone monooxygenase: chemical properties of intermediates involved in catalysis". Biochemistry. 40 (37): 11156–67. doi:10.1021/bi011153h. PMID 11551214.
- Stewart, J.D. (1998). "Cyclohexanone monooxygenase: a useful reagent for asymmetric Baeyer-Villiger reactions". Curr. Org. Chem. 2: 195–216.
- Kayser M, Mihovilovic M, Mrstik M, Martinez C, Stewart J (1999). "Asymmetric oxidations at sulfur catalyzed by engineered strains that overexpress cyclohexanone monooxygenase". New Journal of Chemistry. 23 (8): 827–832. doi:10.1039/a902283j.
- Ottolina G, Bianchi S, Belloni B, Carrea G, Danieli B (1999). "First asymmetric oxidation of tertiary amines by cyclohexanone monooxygenase". Tetrahedron Lett. 40 (48): 8483–8486. doi:10.1016/s0040-4039(99)01780-3.
- Colonna S, Gaggero N, Carrea G, Ottolina G, Pasta P, Zambianchi F (2002). "First asymmetric epoxidation catalysed by cyclohexanone monooxygenase". Tetrahedron Lett. 43 (10): 1797–1799. doi:10.1016/s0040-4039(02)00029-1.
External links
- Cyclohexanone+monooxygenase at the US National Library of Medicine Medical Subject Headings (MeSH)
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