Application | Comment | Organism |
---|---|---|
biotechnology | biocatalysis system for Baeyer-Villiger oxidations, the average specific oxidation rate and product molar yield based on reaction substrate reaches 0.15 g/g dry cells/h (21.9 micromol/min/g of dry cells), at high cell densities (20 g dry cells/l) the specific product formation rate is lower with 0.12 g/g dry cells/h and 17.5 micromol/min/g of dry cells (probably due to low availability of the energy source glucose), though absolute yield is 2fold higher | Acinetobacter calcoaceticus |
Cloned (Comment) | Organism |
---|---|
PCR-amplification of chnB gene with template vector pMM4, cloning into pEKEx2 shuttle vector, expression in Corynebacterium glutamicum (ATCC13032) | Acinetobacter calcoaceticus |
Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
---|---|---|---|---|---|---|
cyclohexanone + NADPH + H+ + O2 | Acinetobacter calcoaceticus | - |
hexano-6-lactone + NADP+ + H2O | - |
? | |
cyclohexanone + NADPH + H+ + O2 | Acinetobacter calcoaceticus NCIMB 9871 | - |
hexano-6-lactone + NADP+ + H2O | - |
? |
Organism | UniProt | Comment | Textmining |
---|---|---|---|
Acinetobacter calcoaceticus | - |
NCIMB 9871 | - |
Acinetobacter calcoaceticus NCIMB 9871 | - |
NCIMB 9871 | - |
Purification (Comment) | Organism |
---|---|
cells centrifuged, washed with reaction buffer (0.1 M glycine/NaOH buffer, pH 9.0), disruption by ultrasonic processor, centrifugation, supernatants used as crude enzyme extracts | Acinetobacter calcoaceticus |
Specific Activity Minimum [µmol/min/mg] | Specific Activity Maximum [µmol/min/mg] | Comment | Organism |
---|---|---|---|
additional information | - |
activity below 0.1 micromol/min/mg protein, substrate cyclohexanone, induced (0.1 mM isopropylthiogalactoside) cell culture extracts, BHI medium or modified Riesenberg medium, 30°C | Acinetobacter calcoaceticus |
additional information | - |
whole cell activity to produce epsilon-caprolactone from cyclohexanone: initially 72 micromol/min/g dry cells, linearly falling to 14-18 micromol/min/g dry cells, sodium-potassium phosphate buffer, pH 7.0 with glucose (transferred from modified Riesenberg medium used for cultivation), 30°C | Acinetobacter calcoaceticus |
0.4 | - |
substrate cyclohexanone, induced (1.0 mM isopropylthiogalactoside) cell culture extracts, modified Riesenberg medium, 30°C | Acinetobacter calcoaceticus |
0.5 | - |
substrate cyclohexanone, induced (1.0 mM isopropylthiogalactoside) cell culture extracts, BHI medium, 30°C | Acinetobacter calcoaceticus |
Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
---|---|---|---|---|---|---|
(2R,6S)-2,6-dimethylcyclohexanone + NADPH + O2 + H+ | - |
Acinetobacter calcoaceticus | (3R,7S)-3,7-dimethyloxepan-2-one + NADP+ + H2O | 90% conversion at 20 h, 99% enantiomeric excess | ? | |
(2R,6S)-2,6-dimethylcyclohexanone + NADPH + O2 + H+ | - |
Acinetobacter calcoaceticus NCIMB 9871 | (3R,7S)-3,7-dimethyloxepan-2-one + NADP+ + H2O | 90% conversion at 20 h, 99% enantiomeric excess | ? | |
(3R)-3-(1-methylethenyl)cyclohexanone + NADPH + O2 + H+ | - |
Acinetobacter calcoaceticus | (6S)-6-(1-methylethenyl)oxepan-2-one + NADP+ + H2O | 99% regioselectivity | ? | |
(3R)-3-(1-methylethenyl)cyclohexanone + NADPH + O2 + H+ | - |
Acinetobacter calcoaceticus NCIMB 9871 | (6S)-6-(1-methylethenyl)oxepan-2-one + NADP+ + H2O | 99% regioselectivity | ? | |
1,4-dioxaspiro[4.5]decan-8-one + NADPH + O2 + H+ | - |
Acinetobacter calcoaceticus | 1,4,8-trioxaspiro[4.6]undecan-9-one + NADP+ + H2O | 80% conversion at 20 h | ? | |
1,4-dioxaspiro[4.5]decan-8-one + NADPH + O2 + H+ | - |
Acinetobacter calcoaceticus NCIMB 9871 | 1,4,8-trioxaspiro[4.6]undecan-9-one + NADP+ + H2O | 80% conversion at 20 h | ? | |
2,2,6-trimethylcyclohexanone + NADPH + O2 + H+ | - |
Acinetobacter calcoaceticus | 3,7,7-trimethyloxepan-2-one + NADP+ + H2O | 66% conversion at 20 h | ? | |
2,2,6-trimethylcyclohexanone + NADPH + O2 + H+ | - |
Acinetobacter calcoaceticus NCIMB 9871 | 3,7,7-trimethyloxepan-2-one + NADP+ + H2O | 66% conversion at 20 h | ? | |
2-hexylcyclopentanone + NADPH + O2 + H+ | - |
Acinetobacter calcoaceticus | 6-hexyltetrahydro-2H-pyran-2-one + NADP+ + H2O | 82% conversion at 20 h | ? | |
2-methylcyclohexanone + NADPH + O2 + H+ | - |
Acinetobacter calcoaceticus | 7-methyloxepan-2-one + NADP+ + H2O | - |
? | |
2-phenylcyclohexanone + NADPH + O2 + H+ | - |
Acinetobacter calcoaceticus | 7-phenyloxepan-2-one + NADP+ + H2O | 51% conversion at 20 h | ? | |
2-propylcyclohexanone + NADPH + O2 + H+ | - |
Acinetobacter calcoaceticus | (7S)-7-propyloxepan-2-one + NADP+ + H2O | - |
? | |
3,3,5-trimethylcyclohexanone + NADPH + O2 + H+ | - |
Acinetobacter calcoaceticus | 4,6,6-trimethyloxepan-2-one + 4,4,6-trimethyloxepan-2-one + NADP+ + H2O | 91% conversion at 20 h, 1/1 isomer with 98% enantiomeric excess | ? | |
3,4-dihydronaphthalen-2(1H)-one + NADPH + O2 + H+ | - |
Acinetobacter calcoaceticus | 4,5-dihydro-3-benzoxepin-2(1H)-one + NADP+ + H2O | more than 95% conversion one isomer | ? | |
3-methylcyclohexanone + NADPH + O2 + H+ | - |
Acinetobacter calcoaceticus | (4S)-4-methyloxepan-2-one + (6R)-6-methyloxepan-2-one + NADP+ + H2O | - |
? | |
4-ethylcyclohexanone + NADPH + O2 + H+ | - |
Acinetobacter calcoaceticus | (5S)-5-ethyloxepan-2-one + NADP+ + H2O | 98% enantiomeric excess | ? | |
4-methylcyclohexanone + NADPH + O2 + H+ | - |
Acinetobacter calcoaceticus | (5S)-5-methyloxepan-2-one + NADP+ + H2O | 98% enantiomeric excess | ? | |
4-tert-butylcyclohexanone + NADPH + O2 + H+ | - |
Acinetobacter calcoaceticus | (5S)-5-tert-butyloxepan-2-one + NADP+ + H2O | 88% conversion at 20 h, 99% enantiomeric excess | ? | |
cyclohexanone + NADPH + H+ + O2 | - |
Acinetobacter calcoaceticus | hexano-6-lactone + NADP+ + H2O | - |
? | |
cyclohexanone + NADPH + H+ + O2 | - |
Acinetobacter calcoaceticus NCIMB 9871 | hexano-6-lactone + NADP+ + H2O | - |
? | |
octahydronaphthalen-1(2H)-one + NADPH + O2 + H+ | - |
Acinetobacter calcoaceticus | octahydro-1-benzoxepin-2(3H)-one + octahydro-2-benzoxepin-1(3H)-one + NADP+ + H2O | 100% conversion two isomers octahydro-1-benzoxepin-2(3H)-one + octahydro-2-benzoxepin-1(3H)-one with ratio 2/1 | ? | |
octahydronaphthalen-2(1H)-one + NADPH + O2 + H+ | - |
Acinetobacter calcoaceticus | octahydro-3-benzoxepin-2(1H)-one + octahydro-2-benzoxepin-3(1H)-one + NADP+ + H2O | 66% conversion at 20 h, octahydro-2-benzoxepin-3(1H)-one is the major product | ? |
Synonyms | Comment | Organism |
---|---|---|
CHMO | - |
Acinetobacter calcoaceticus |
chnB protein | - |
Acinetobacter calcoaceticus |
cyclohexanone monooxygenase | - |
Acinetobacter calcoaceticus |