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Literature summary extracted from

  • van der Werf, M.J.
    Purification and characterization of a Baeyer-Villiger mono-oxygenase from Rhodococcus erythropolis DCL14 involved in three different monocyclic monoterpene degradation pathways (2000), Biochem. J., 347 Pt 3, 693-701.
    View publication on PubMedView publication on EuropePMC

Inhibitors

EC Number Inhibitors Comment Organism Structure
1.14.13.105 ATP
-
Rhodococcus erythropolis
1.14.13.105 HgCl2 1 mM, 85% inhibition Rhodococcus erythropolis
1.14.13.105 additional information no inhibition with 1 mM iodoacetate, iodoacetamide, EDTA, 2,2'-dipyridyl and DTT Rhodococcus erythropolis
1.14.13.105 p-chloromercuriobenzoate 0.1 mM, 14% inhibition Rhodococcus erythropolis
1.14.13.105 phenylhydrazine 1 mM, 10% inhibition Rhodococcus erythropolis
1.14.13.105 SDS 1 mM, 97% inhibition Rhodococcus erythropolis
1.14.13.105 ZnCl2 1 mM 33% inhibition Rhodococcus erythropolis

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
1.14.13.105 0.038
-
NADPH
-
Rhodococcus erythropolis
1.14.13.105 0.12
-
(1R,4S)-menthone 30°C and glyine/NaOH buffer, pH 9.5 Rhodococcus erythropolis
1.14.13.105 0.13
-
(1S,4R)-1-hydroxy-2-oxolimonene 30°C and glyine/NaOH buffer, pH 9.5 Rhodococcus erythropolis
1.14.13.105 0.13
-
(4R)-dihydrocarvone 30°C and glyine/NaOH buffer, pH 9.5 Rhodococcus erythropolis

Molecular Weight [Da]

EC Number Molecular Weight [Da] Molecular Weight Maximum [Da] Comment Organism
1.14.13.105 57000
-
gel filtration Rhodococcus erythropolis
1.14.13.105 60000
-
1 * 60000, SDS-PAGE Rhodococcus erythropolis

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
1.14.13.105 additional information Rhodococcus erythropolis MMKMO is involved in the conversion of the monocyclic monoterpene ketone intermediates formed in the degradation pathways of all stereoisomers of three different monocyclic monoterpenes, i.e. limonene, (dihydro)carveol and menthol. MMKMO converts all enantiomers of the natural substrates with almost equal efficiency ?
-
?
1.14.13.105 additional information Rhodococcus erythropolis DCL14 MMKMO is involved in the conversion of the monocyclic monoterpene ketone intermediates formed in the degradation pathways of all stereoisomers of three different monocyclic monoterpenes, i.e. limonene, (dihydro)carveol and menthol. MMKMO converts all enantiomers of the natural substrates with almost equal efficiency ?
-
?

Organism

EC Number Organism UniProt Comment Textmining
1.14.13.105 Rhodococcus erythropolis
-
-
-
1.14.13.105 Rhodococcus erythropolis DCL14
-
-
-

Purification (Commentary)

EC Number Purification (Comment) Organism
1.14.13.105
-
Rhodococcus erythropolis

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.14.13.105 (1R)-pulegone + NADPH + H+ + O2 31% of the activity with (1R,4R)-dihydrocarvone Rhodococcus erythropolis ?
-
?
1.14.13.105 (1R)-pulegone + NADPH + H+ + O2 31% of the activity with (1R,4R)-dihydrocarvone Rhodococcus erythropolis DCL14 ?
-
?
1.14.13.105 (1R,4R)-dihydrocarvone + NADPH + H+ + O2
-
Rhodococcus erythropolis (4R,7R)-4-isopropenyl-7-methyl-2-oxo-oxepanone + NADP+ + H2O
-
?
1.14.13.105 (1R,4R)-dihydrocarvone + NADPH + H+ + O2
-
Rhodococcus erythropolis DCL14 (4R,7R)-4-isopropenyl-7-methyl-2-oxo-oxepanone + NADP+ + H2O
-
?
1.14.13.105 (1R,4S)-1-hydroxy-2-oxolimonene + NADPH + H+ + O2 3-isopropenyl-6-oxoheptanoate is the spontaneous rearrangement product of the lactone formed by MMKMO. 133% of the activity with (1R,4R)-dihydrocarvone Rhodococcus erythropolis 3-isopropenyl-6-oxoheptanoate + NADP+ + H2O
-
?
1.14.13.105 (1R,4S)-1-hydroxy-2-oxolimonene + NADPH + H+ + O2 3-isopropenyl-6-oxoheptanoate is the spontaneous rearrangement product of the lactone formed by MMKMO. 133% of the activity with (1R,4R)-dihydrocarvone Rhodococcus erythropolis DCL14 3-isopropenyl-6-oxoheptanoate + NADP+ + H2O
-
?
1.14.13.105 (1R,4S)-menthone + NADPH + H+ + O2 76% of the activity with (1R,4R)-dihydrocarvone Rhodococcus erythropolis (4R,7S)-7-isopropyl-4-methyl-2-oxo-oxepanone + NADP+ + H2O
-
?
1.14.13.105 (1S)-pulegone + NADPH + H+ + O2 51% of the activity with (1R,4R)-dihydrocarvone Rhodococcus erythropolis ?
-
?
1.14.13.105 (1S,4R)-1-hydroxy-2-oxolimonene + NADPH + H+ + O2 3-isopropenyl-6-oxoheptanoate is the spontaneous rearrangement product of the lactone formed by MMKMO. 88% of the activity with (1R,4R)-dihydrocarvone Rhodococcus erythropolis 3-isopropenyl-6-oxoheptanoate + NADP+ + H2O
-
?
1.14.13.105 (1S,4R)-dihydrocarvone + NADPH + H+ + O2
-
Rhodococcus erythropolis ?
-
?
1.14.13.105 (1S,4R)-menthone + NADPH + H+ + O2 82% of the activity with (1R,4R)-dihydrocarvone Rhodococcus erythropolis (4S,7R)-7-isopropyl-4-methyl-2-oxo-oxepanone + NADP+ + H2O
-
?
1.14.13.105 (1S,4R)iso-dihydrocarvone + NADPH + H+ + O2
-
Rhodococcus erythropolis (3S,4R)-6-isopropenyl-3-methyl-2-oxo-oxepanone + NADP+ + H2O
-
?
1.14.13.105 (4S)-carvone + NADPH + H+ + O2 14% of the activity with (1R,4R)-dihydrocarvone Rhodococcus erythropolis ?
-
?
1.14.13.105 1,2-cyclohexanedione + NADPH + H+ + O2 95% of the activity with (1R,4R)-dihydrocarvone Rhodococcus erythropolis ?
-
?
1.14.13.105 1,4-cyclohexanedione + NADPH + H+ + O2 92% of the activity with (1R,4R)-dihydrocarvone Rhodococcus erythropolis ?
-
?
1.14.13.105 2,2-dimethylcyclohexanone + NADPH + H+ + O2 161% of the activity with (1R,4R)-dihydrocarvone Rhodococcus erythropolis ?
-
?
1.14.13.105 2,6-dimethylcyclohexanone + NADPH + H+ + O2 108% of the activity with (1R,4R)-dihydrocarvone Rhodococcus erythropolis ?
-
?
1.14.13.105 2-allylcyclohexanone + NADPH + H+ + O2 145% of the activity with (1R,4R)-dihydrocarvone Rhodococcus erythropolis ?
-
?
1.14.13.105 2-chlorocyclohexanone + NADPH + H+ + O2 112% of the activity with (1R,4R)-dihydrocarvone Rhodococcus erythropolis ?
-
?
1.14.13.105 2-methoxycyclohexanone + NADPH + H+ + O2 168% of the activity with (1R,4R)-dihydrocarvone Rhodococcus erythropolis ?
-
?
1.14.13.105 2-methylcyclohexanone + NADPH + H+ + O2 155% of the activity with (1R,4R)-dihydrocarvone Rhodococcus erythropolis ?
-
?
1.14.13.105 2-phenylcyclohexanone + NADPH + O2 148% of the activity with (1R,4R)-dihydrocarvone Rhodococcus erythropolis ?
-
?
1.14.13.105 3-methylcyclohexanone + NADPH + H+ + O2 151% of the activity with (1R,4R)-dihydrocarvone Rhodococcus erythropolis ?
-
?
1.14.13.105 4-methylcyclohexanone + NADPH + H+ + O2 40% of the activity with (1R,4R)-dihydrocarvone Rhodococcus erythropolis ?
-
?
1.14.13.105 8-mercaptomenthone + NADPH + H+ + O2 14% of the activity with (1R,4R)-dihydrocarvone Rhodococcus erythropolis ?
-
?
1.14.13.105 cycloheptanone + NADPH + H+ + O2 10% of the activity with (1R,4R)-dihydrocarvone Rhodococcus erythropolis ?
-
?
1.14.13.105 cyclohexanone + NADPH + H+ + O2 151% of the activity with (1R,4R)-dihydrocarvone Rhodococcus erythropolis ?
-
?
1.14.13.105 cyclopentanone + NADPH + H+ + O2 12% of the activity with (1R,4R)-dihydrocarvone Rhodococcus erythropolis ?
-
?
1.14.13.105 additional information MMKMO is involved in the conversion of the monocyclic monoterpene ketone intermediates formed in the degradation pathways of all stereoisomers of three different monocyclic monoterpenes, i.e. limonene, (dihydro)carveol and menthol. MMKMO converts all enantiomers of the natural substrates with almost equal efficiency Rhodococcus erythropolis ?
-
?
1.14.13.105 additional information MMKMO converts all enantiomers of the natural substrates with almost equal efficiency. No activity with NADH Rhodococcus erythropolis ?
-
?
1.14.13.105 additional information MMKMO is involved in the conversion of the monocyclic monoterpene ketone intermediates formed in the degradation pathways of all stereoisomers of three different monocyclic monoterpenes, i.e. limonene, (dihydro)carveol and menthol. MMKMO converts all enantiomers of the natural substrates with almost equal efficiency Rhodococcus erythropolis DCL14 ?
-
?
1.14.13.105 additional information MMKMO converts all enantiomers of the natural substrates with almost equal efficiency. No activity with NADH Rhodococcus erythropolis DCL14 ?
-
?
1.14.13.105 norcamphor + NADPH + H+ + O2 145% of the activity with (1R,4R)-dihydrocarvone Rhodococcus erythropolis ?
-
?

Subunits

EC Number Subunits Comment Organism
1.14.13.105 monomer 1 * 60000, SDS-PAGE Rhodococcus erythropolis

Synonyms

EC Number Synonyms Comment Organism
1.14.13.105 Baeyer-Villiger mono-oxygenase
-
Rhodococcus erythropolis
1.14.13.105 BVMO
-
Rhodococcus erythropolis
1.14.13.105 MMKMO
-
Rhodococcus erythropolis
1.14.13.105 monocyclic monoterpene ketone mono-oxygenase
-
Rhodococcus erythropolis

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
1.14.13.105 36
-
-
Rhodococcus erythropolis

Temperature Stability [°C]

EC Number Temperature Stability Minimum [°C] Temperature Stability Maximum [°C] Comment Organism
1.14.13.105 40
-
inactivation above Rhodococcus erythropolis

Turnover Number [1/s]

EC Number Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
1.14.13.105 3.6
-
(1R,4S)-menthone 30°C and glyine/NaOH buffer, pH 9.5 Rhodococcus erythropolis
1.14.13.105 3.9
-
(1S,4R)-1-hydroxy-2-oxolimonene 30°C and glyine/NaOH buffer, pH 9.5 Rhodococcus erythropolis
1.14.13.105 3.9
-
(4R)-dihydrocarvone 30°C and glyine/NaOH buffer, pH 9.5 Rhodococcus erythropolis
1.14.13.105 4.9
-
(1R,4S)-1-hydroxy-2-oxolimonene 30°C and glyine/NaOH buffer, pH 9.5 Rhodococcus erythropolis
1.14.13.105 6
-
(1S,4R)-menthone 30°C and glyine/NaOH buffer, pH 9.5 Rhodococcus erythropolis

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
1.14.13.105 8.3
-
pH-optimum in Tris/HCl buffer Rhodococcus erythropolis
1.14.13.105 9.5
-
pH-optimum in glycine/NaOH buffer Rhodococcus erythropolis

pH Stability

EC Number pH Stability pH Stability Maximum Comment Organism
1.14.13.105 8.5
-
4 min, inactivation of MMKMO in Tris/HCl buffer is observed above pH 8.5 Rhodococcus erythropolis
1.14.13.105 10
-
4 min, inactivation of MMKMO in glycine/NaOH buffer is observed above pH 8.5 Rhodococcus erythropolis

Cofactor

EC Number Cofactor Comment Organism Structure
1.14.13.105 FAD contains 1 mol FAD per monomer as prosthetic group Rhodococcus erythropolis
1.14.13.105 NADPH no activity with NADH Rhodococcus erythropolis

Ki Value [mM]

EC Number Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
1.14.13.105 9.5
-
ATP
-
Rhodococcus erythropolis