Biology:Monocyclic monoterpene ketone monooxygenase

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Short description: Class of enzymes
Monocyclic monoterpene ketone monooxygenase
Identifiers
EC number1.14.13.105
Databases
IntEnzIntEnz view
BRENDABRENDA entry
ExPASyNiceZyme view
KEGGKEGG entry
MetaCycmetabolic pathway
PRIAMprofile
PDB structuresRCSB PDB PDBe PDBsum

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 [math]\displaystyle{ \rightleftharpoons }[/math] (4R,7S)-7-isopropyl-4-methyloxepan-2-one + NADP+ + H2O
(2) dihydrocarvone + NADPH + H+ + O2 [math]\displaystyle{ \rightleftharpoons }[/math] 4-isopropenyl-7-methyloxepan-2-one + NADP+ + H2O
(3) (iso)-dihydrocarvone + NADPH + H+ + O2 [math]\displaystyle{ \rightleftharpoons }[/math] 6-isopropenyl-3-methyloxepan-2-one + NADP+ + H2O
(4a) 1-hydroxymenth-8-en-2-one + NADPH + H+ + O2 [math]\displaystyle{ \rightleftharpoons }[/math] 7-hydroxy-4-isopropenyl-7-methyloxepan-2-one + NADP+ + H2O
(4b) 7-hydroxy-4-isopropenyl-7-methyloxepan-2-one [math]\displaystyle{ \rightleftharpoons }[/math] 3-isopropenyl-6-oxoheptanoate (spontaneous)

Monocyclic monoterpene ketone monooxygenase is a flavoprotein (FAD).

References

  1. "Rhodococcus erythropolis DCL14 contains a novel degradation pathway for limonene". Applied and Environmental Microbiology 65 (5): 2092–102. May 1999. PMID 10224006. 
  2. "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. May 2000. doi:10.1042/0264-6021:3470693. PMID 10769172. 
  3. "Metabolism of carveol and dihydrocarveol in Rhodococcus erythropolis DCL14". Microbiology 146 ( Pt 5): 1129–41. May 2000. doi:10.1099/00221287-146-5-1129. PMID 10832640. 

External links