Monocyclic monoterpene ketone monooxygenase

Monocyclic monoterpene ketone monooxygenase
Identifiers
EC no.	1.14.13.105
Databases
IntEnz	IntEnz view
BRENDA	BRENDA entry
ExPASy	NiceZyme view
KEGG	KEGG entry
MetaCyc	metabolic pathway
PRIAM	profile
PDB structures	RCSB PDB PDBe PDBsum
Search PMC articles PubMed articles NCBI proteins

Monocyclic monoterpene ketone monooxygenase (EC 1.14.13.105, 1-hydroxy-2-oxolimonene 1,2-monooxygenase, dihydrocarvone 1,2-monooxygenase, MMKMO) is an enzyme with systematic name (-)-menthone,NADPH:oxygen oxidoreductase. ^{[1] [2] [3]} This enzyme catalyses the following chemical reaction

(1) (-)-menthone + NADPH + H⁺ + O₂${\displaystyle \rightleftharpoons }$ (4R,7S)-7-isopropyl-4-methyloxepan-2-one + NADP⁺ + H₂O

(2) dihydrocarvone + NADPH + H⁺ + O²${\displaystyle \rightleftharpoons }$ 4-isopropenyl-7-methyloxepan-2-one + NADP⁺ + H₂O

(3) (iso)-dihydrocarvone + NADPH + H⁺ + O₂${\displaystyle \rightleftharpoons }$ 6-isopropenyl-3-methyloxepan-2-one + NADP⁺ + H₂O

(4a) 1-hydroxymenth-8-en-2-one + NADPH + H⁺ + O₂${\displaystyle \rightleftharpoons }$ 7-hydroxy-4-isopropenyl-7-methyloxepan-2-one + NADP⁺ + H₂O

(4b) 7-hydroxy-4-isopropenyl-7-methyloxepan-2-one ${\displaystyle \rightleftharpoons }$ 3-isopropenyl-6-oxoheptanoate (spontaneous)

Monocyclic monoterpene ketone monooxygenase is a flavoprotein (FAD).

References

1. van der Werf MJ, Swarts HJ, de Bont JA (May 1999). "Rhodococcus erythropolis DCL14 contains a novel degradation pathway for limonene". Applied and Environmental Microbiology. 65 (5): 2092–102. PMC   91303 . PMID   10224006.
2. Van Der Werf MJ (May 2000). "Purification and characterization of a Baeyer-Villiger mono-oxygenase from Rhodococcus erythropolis DCL14 involved in three different monocyclic monoterpene degradation pathways". The Biochemical Journal. 347 Pt 3: 693–701. doi:10.1042/0264-6021:3470693. PMC   1221005 . PMID   10769172.
3. van der Werf MJ, Boot AM (May 2000). "Metabolism of carveol and dihydrocarveol in Rhodococcus erythropolis DCL14". Microbiology. 146 ( Pt 5): 1129–41. doi: 10.1099/00221287-146-5-1129 . PMID   10832640.

External links

• Monocyclic+monoterpene+ketone+monooxygenase at the U.S. National Library of Medicine Medical Subject Headings (MeSH)