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Literature summary for 1.14.13.105 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
Search for more literature for 1.14.13.105

Inhibitors

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

KM Value [mM]

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

Molecular Weight [Da]

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

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
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 ?
-
 ?
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

Organism UniProt Comment Textmining
Rhodococcus erythropolis
-
-
-
Rhodococcus erythropolis DCL14
-
-
-

Purification (Commentary)

Purification (Comment) Organism
-
 Rhodococcus erythropolis

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
(1R)-pulegone + NADPH + H+ + O2 31% of the activity with (1R,4R)-dihydrocarvone Rhodococcus erythropolis ?
-
 ?
(1R)-pulegone + NADPH + H+ + O2 31% of the activity with (1R,4R)-dihydrocarvone Rhodococcus erythropolis DCL14 ?
-
 ?
(1R,4R)-dihydrocarvone + NADPH + H+ + O2
-
 Rhodococcus erythropolis (4R,7R)-4-isopropenyl-7-methyl-2-oxo-oxepanone + NADP+ + H2O
-
 ?
(1R,4R)-dihydrocarvone + NADPH + H+ + O2
-
 Rhodococcus erythropolis DCL14 (4R,7R)-4-isopropenyl-7-methyl-2-oxo-oxepanone + NADP+ + H2O
-
 ?
(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
-
 ?
(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
-
 ?
(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
-
 ?
(1S)-pulegone + NADPH + H+ + O2 51% of the activity with (1R,4R)-dihydrocarvone Rhodococcus erythropolis ?
-
 ?
(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
-
 ?
(1S,4R)-dihydrocarvone + NADPH + H+ + O2
-
 Rhodococcus erythropolis ?
-
 ?
(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
-
 ?
(1S,4R)iso-dihydrocarvone + NADPH + H+ + O2
-
 Rhodococcus erythropolis (3S,4R)-6-isopropenyl-3-methyl-2-oxo-oxepanone + NADP+ + H2O
-
 ?
(4S)-carvone + NADPH + H+ + O2 14% of the activity with (1R,4R)-dihydrocarvone Rhodococcus erythropolis ?
-
 ?
1,2-cyclohexanedione + NADPH + H+ + O2 95% of the activity with (1R,4R)-dihydrocarvone Rhodococcus erythropolis ?
-
 ?
1,4-cyclohexanedione + NADPH + H+ + O2 92% of the activity with (1R,4R)-dihydrocarvone Rhodococcus erythropolis ?
-
 ?
2,2-dimethylcyclohexanone + NADPH + H+ + O2 161% of the activity with (1R,4R)-dihydrocarvone Rhodococcus erythropolis ?
-
 ?
2,6-dimethylcyclohexanone + NADPH + H+ + O2 108% of the activity with (1R,4R)-dihydrocarvone Rhodococcus erythropolis ?
-
 ?
2-allylcyclohexanone + NADPH + H+ + O2 145% of the activity with (1R,4R)-dihydrocarvone Rhodococcus erythropolis ?
-
 ?
2-chlorocyclohexanone + NADPH + H+ + O2 112% of the activity with (1R,4R)-dihydrocarvone Rhodococcus erythropolis ?
-
 ?
2-methoxycyclohexanone + NADPH + H+ + O2 168% of the activity with (1R,4R)-dihydrocarvone Rhodococcus erythropolis ?
-
 ?
2-methylcyclohexanone + NADPH + H+ + O2 155% of the activity with (1R,4R)-dihydrocarvone Rhodococcus erythropolis ?
-
 ?
2-phenylcyclohexanone + NADPH + O2 148% of the activity with (1R,4R)-dihydrocarvone Rhodococcus erythropolis ?
-
 ?
3-methylcyclohexanone + NADPH + H+ + O2 151% of the activity with (1R,4R)-dihydrocarvone Rhodococcus erythropolis ?
-
 ?
4-methylcyclohexanone + NADPH + H+ + O2 40% of the activity with (1R,4R)-dihydrocarvone Rhodococcus erythropolis ?
-
 ?
8-mercaptomenthone + NADPH + H+ + O2 14% of the activity with (1R,4R)-dihydrocarvone Rhodococcus erythropolis ?
-
 ?
cycloheptanone + NADPH + H+ + O2 10% of the activity with (1R,4R)-dihydrocarvone Rhodococcus erythropolis ?
-
 ?
cyclohexanone + NADPH + H+ + O2 151% of the activity with (1R,4R)-dihydrocarvone Rhodococcus erythropolis ?
-
 ?
cyclopentanone + NADPH + H+ + O2 12% of the activity with (1R,4R)-dihydrocarvone Rhodococcus erythropolis ?
-
 ?
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 ?
-
 ?
additional information MMKMO converts all enantiomers of the natural substrates with almost equal efficiency. No activity with NADH Rhodococcus erythropolis ?
-
 ?
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 ?
-
 ?
additional information MMKMO converts all enantiomers of the natural substrates with almost equal efficiency. No activity with NADH Rhodococcus erythropolis DCL14 ?
-
 ?
norcamphor + NADPH + H+ + O2 145% of the activity with (1R,4R)-dihydrocarvone Rhodococcus erythropolis ?
-
 ?

Subunits

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

Synonyms

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

Temperature Optimum [°C]

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

Temperature Stability [°C]

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

Turnover Number [1/s]

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

pH Optimum

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

pH Stability

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

Cofactor

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

Ki Value [mM]

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