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1.14.13.105: monocyclic monoterpene ketone monooxygenase

This is an abbreviated version!
For detailed information about monocyclic monoterpene ketone monooxygenase, go to the full flat file.

Reaction

(-)-menthone
+
NADPH
+
H+
+
O2
=
(4R,7S)-7-isopropyl-4-methyloxepan-2-one
+
NADP+
+
H2O

Synonyms

Baeyer-Villiger mono-oxygenase, Baeyer-Villiger monooxygenase, BVMO, dihydrocarvone 1,2-monooxygenase, MMKMO, monocyclic monoterpene ketone mono-oxygenase, NADPH-dependent 1-hydroxy-2-oxolimonene 1,2-monooxygenase, NADPH-dependent dihydrocarvone monooxygenase

ECTree

     1 Oxidoreductases
         1.14 Acting on paired donors, with incorporation or reduction of molecular oxygen
             1.14.13 With NADH or NADPH as one donor, and incorporation of one atom of oxygen into the other donor
                1.14.13.105 monocyclic monoterpene ketone monooxygenase

Substrates Products

Substrates Products on EC 1.14.13.105 - monocyclic monoterpene ketone monooxygenase

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SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
(1R)-pulegone + NADPH + H+ + O2
?
show the reaction diagram
(1R,4R)-dihydrocarvone + NADPH + H+ + O2
(4R,7R)-4-isopropenyl-7-methyl-2-oxo-oxepanone + NADP+ + H2O
show the reaction diagram
(1R,4S)-1-hydroxy-2-oxolimonene + NADPH + H+ + O2
(3S)-3-isopropenyl-6-oxoheptanoate + NADP+ + H2O
show the reaction diagram
(1R,4S)-1-hydroxy-2-oxolimonene + NADPH + H+ + O2
3-isopropenyl-6-oxoheptanoate + NADP+ + H2O
show the reaction diagram
(1R,4S)-menthone + NADPH + H+ + O2
(4R,7S)-7-isopropyl-4-methyl-2-oxo-oxepanone + NADP+ + H2O
show the reaction diagram
-
76% of the activity with (1R,4R)-dihydrocarvone
-
-
?
(1S)-pulegone + NADPH + H+ + O2
?
show the reaction diagram
-
51% of the activity with (1R,4R)-dihydrocarvone
-
-
?
(1S,4R)-1-hydroxy-2-oxolimonene + NADPH + H+ + O2
(3R)-3-isopropenyl-6-oxoheptanoate + NADP+ + H2O
show the reaction diagram
-
-
-
-
?
(1S,4R)-1-hydroxy-2-oxolimonene + NADPH + H+ + O2
3-isopropenyl-6-oxoheptanoate + NADP+ + H2O
show the reaction diagram
-
3-isopropenyl-6-oxoheptanoate is the spontaneous rearrangement product of the lactone formed by MMKMO. 88% of the activity with (1R,4R)-dihydrocarvone
-
-
?
(1S,4R)-dihydrocarvone + NADPH + H+ + O2
?
show the reaction diagram
-
-
-
-
?
(1S,4R)-menthone + NADPH + H+ + O2
(4S,7R)-7-isopropyl-4-methyl-2-oxo-oxepanone + NADP+ + H2O
show the reaction diagram
-
82% of the activity with (1R,4R)-dihydrocarvone
-
-
?
(1S,4R)iso-dihydrocarvone + NADPH + H+ + O2
(3S,4R)-6-isopropenyl-3-methyl-2-oxo-oxepanone + NADP+ + H2O
show the reaction diagram
-
-
-
-
?
(4S)-carvone + NADPH + H+ + O2
?
show the reaction diagram
-
14% of the activity with (1R,4R)-dihydrocarvone
-
-
?
1,2-cyclohexanedione + NADPH + H+ + O2
?
show the reaction diagram
-
95% of the activity with (1R,4R)-dihydrocarvone
-
-
?
1,4-cyclohexanedione + NADPH + H+ + O2
?
show the reaction diagram
-
92% of the activity with (1R,4R)-dihydrocarvone
-
-
?
2,2-dimethylcyclohexanone + NADPH + H+ + O2
?
show the reaction diagram
-
161% of the activity with (1R,4R)-dihydrocarvone
-
-
?
2,6-dimethylcyclohexanone + NADPH + H+ + O2
?
show the reaction diagram
-
108% of the activity with (1R,4R)-dihydrocarvone
-
-
?
2-allylcyclohexanone + NADPH + H+ + O2
?
show the reaction diagram
-
145% of the activity with (1R,4R)-dihydrocarvone
-
-
?
2-chlorocyclohexanone + NADPH + H+ + O2
?
show the reaction diagram
-
112% of the activity with (1R,4R)-dihydrocarvone
-
-
?
2-methoxycyclohexanone + NADPH + H+ + O2
?
show the reaction diagram
-
168% of the activity with (1R,4R)-dihydrocarvone
-
-
?
2-methylcyclohexanone + NADPH + H+ + O2
?
show the reaction diagram
-
155% of the activity with (1R,4R)-dihydrocarvone
-
-
?
2-phenylcyclohexanone + NADPH + O2
?
show the reaction diagram
-
148% of the activity with (1R,4R)-dihydrocarvone
-
-
?
3-methylcyclohexanone + NADPH + H+ + O2
?
show the reaction diagram
-
151% of the activity with (1R,4R)-dihydrocarvone
-
-
?
4-methylcyclohexanone + NADPH + H+ + O2
?
show the reaction diagram
-
40% of the activity with (1R,4R)-dihydrocarvone
-
-
?
8-mercaptomenthone + NADPH + H+ + O2
?
show the reaction diagram
-
14% of the activity with (1R,4R)-dihydrocarvone
-
-
?
cycloheptanone + NADPH + H+ + O2
?
show the reaction diagram
-
10% of the activity with (1R,4R)-dihydrocarvone
-
-
?
cyclohexanone + NADPH + H+ + O2
?
show the reaction diagram
-
151% of the activity with (1R,4R)-dihydrocarvone
-
-
?
cyclopentanone + NADPH + H+ + O2
?
show the reaction diagram
-
12% of the activity with (1R,4R)-dihydrocarvone
-
-
?
dihydrocarvone + NADPH + O2
4-isopropenyl-7-methyl-2-oxo-oxepanone + NADP+ + H2O
show the reaction diagram
-
no activity with NADH
-
-
?
norcamphor + NADPH + H+ + O2
?
show the reaction diagram
-
145% of the activity with (1R,4R)-dihydrocarvone
-
-
?
additional information
?
-