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Literature summary for 1.14.13.160 extracted from
- Cloning, Baeyer-Villiger biooxidations, and structures of the camphor pathway 2-oxo-DELTA3-4,5,5-trimethylcyclopentenylacetyl-coenzyme A monooxygenase of Pseudomonas putida ATCC 17453 (2012), Appl. Environ. Microbiol., 78, 2200-2212.
Cloned(Commentary)
| Cloned (Comment) | Organism |
|---|---|
| expression in Escherichia coli | Pseudomonas putida |
Crystallization (Commentary)
| Crystallization (Comment) | Organism |
|---|---|
| in complex with flavin adenine dinucleotide at a 1.95 A resolution as well as with bound FAD and NADP+ at a 2.0 A resolution. Crystal forms reveal a conformational plasticity of several loop regions | Pseudomonas putida |
KM Value [mM]
| KM Value [mM] | KM Value Maximum [mM] | Substrate | Comment | Organism | Structure |
|---|---|---|---|---|---|
| 0.018 | - |
2-oxo-DELTA3-4,5,5-trimethylcyclopentenylacetyl-CoA | pH 9.0, temperature not specified in the publication | Pseudomonas putida |  |
| 0.03 | - |
2-n-hexylcyclopentanone | pH 9.0, temperature not specified in the publication | Pseudomonas putida | |
| 0.16 | - |
2-methylcyclohexanone | pH 9.0, temperature not specified in the publication | Pseudomonas putida | |
| 0.31 | - |
2-oxocyclopentyl ethyl acetate | pH 9.0, temperature not specified in the publication | Pseudomonas putida | |
| 0.6 | - |
2-n-hexylcyclopentanone | pH 9.0, temperature not specified in the publication | Pseudomonas putida | |
| 1.4 | - |
4-methylcyclohexanone | pH 9.0, temperature not specified in the publication | Pseudomonas putida | |
Molecular Weight [Da]
| Molecular Weight [Da] | Molecular Weight Maximum [Da] | Comment | Organism |
|---|---|---|---|
| 61480 | - |
x * 62000, SDS-PAGE, x * 61480, calculated | Pseudomonas putida |
| 62000 | - |
x * 62000, SDS-PAGE, x * 61480, calculated | Pseudomonas putida |
| 118000 | - |
gel filtration | Pseudomonas putida |
Organism
| Organism | UniProt | Comment | Textmining |
|---|---|---|---|
| Pseudomonas putida | H3JQW0 | - |
- |
| Pseudomonas putida ATCC 17453 | H3JQW0 | - |
- |
Purification (Commentary)
| Purification (Comment) | Organism |
|---|---|
| recombinant protein | Pseudomonas putida |
Substrates and Products (Substrate)
| Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
|---|---|---|---|---|---|---|
| 2-ethylcyclopentanone + O2 + NADPH + H+ | - |
Pseudomonas putida | 6-ethyltetrahydro-2H-pyran-2-one + NADP+ + H2O | both enantiomers of 2-ethyl cyclohexanone are oxidized at nearly the same rate although giving a low enantiomeric ratio | ? | |
| 2-ethylcyclopentanone + O2 + NADPH + H+ | - |
Pseudomonas putida ATCC 17453 | 6-ethyltetrahydro-2H-pyran-2-one + NADP+ + H2O | both enantiomers of 2-ethyl cyclohexanone are oxidized at nearly the same rate although giving a low enantiomeric ratio | ? | |
| 2-methylcyclohexanone + O2 + NADPH + H+ | - |
Pseudomonas putida | 7-methyloxepan-2-one + NADP+ + H2O | - |
? | |
| 2-methylcyclohexanone + O2 + NADPH + H+ | - |
Pseudomonas putida ATCC 17453 | 7-methyloxepan-2-one + NADP+ + H2O | - |
? | |
| 2-n-hexylcyclopentanone + O2 + NADPH + H+ | - |
Pseudomonas putida | 6-hexyltetrahydro-2H-pyran-2-one + NADP+ + H2O | - |
? | |
| 2-n-hexylcyclopentanone + O2 + NADPH + H+ | - |
Pseudomonas putida ATCC 17453 | 6-hexyltetrahydro-2H-pyran-2-one + NADP+ + H2O | - |
? | |
| 2-oxo-DELTA3-4,5,5-trimethylcyclopentenylacetic acid + O2 + NADPH + H+ | - |
Pseudomonas putida | ? + NADP+ + H2O | - |
? | |
| 2-oxo-DELTA3-4,5,5-trimethylcyclopentenylacetic acid + O2 + NADPH + H+ | - |
Pseudomonas putida ATCC 17453 | ? + NADP+ + H2O | - |
? | |
| 2-oxo-DELTA3-4,5,5-trimethylcyclopentenylacetyl-CoA + O2 + NADPH + H+ | - |
Pseudomonas putida | ? + NADP+ + H2O | - |
? | |
| 2-oxocyclopentyl acetic acid + O2 + NADPH + H+ | - |
Pseudomonas putida | (6-oxotetrahydro-2H-pyran-2-yl)acetic acid + NADP+ + H2O | - |
? | |
| 2-oxocyclopentyl ethyl acetate + O2 + NADPH + H+ | - |
Pseudomonas putida | ethyl (6-oxotetrahydro-2H-pyran-2-yl)acetate + NADP+ + H2O | - |
? | |
| 4-methylcyclohexanone + O2 + NADPH + H+ | - |
Pseudomonas putida | 5-methyloxepan-2-one + NADP+ + H2O | - |
? | |
| bicyclo[3.2.0]hept-2-en-6-one + O2 + NADPH + H+ | - |
Pseudomonas putida | ? + NADP+ + H2O | products are a mixture of normal to abnormal lactone at a ratio of 3:1 | ? | |
| additional information | reaction of different 4-substituted cyclohexanones with small to medium substituents at the C-4 position in nearly all cases give enantiopure lactones with an excellent yield | Pseudomonas putida | ? | - |
? | |
| additional information | reaction of different 4-substituted cyclohexanones with small to medium substituents at the C-4 position in nearly all cases give enantiopure lactones with an excellent yield | Pseudomonas putida ATCC 17453 | ? | - |
? | |
Subunits
| Subunits | Comment | Organism |
|---|---|---|
| dimer | x * 62000, SDS-PAGE, x * 61480, calculated | Pseudomonas putida |
Synonyms
| Synonyms | Comment | Organism |
|---|---|---|
| OTEMO | - |
Pseudomonas putida |
Temperature Stability [°C]
| Temperature Stability Minimum [°C] | Temperature Stability Maximum [°C] | Comment | Organism |
|---|---|---|---|
| 35 | - |
stable up to | Pseudomonas putida |
| 40 | - |
half-life 3.8 min | Pseudomonas putida |
| 45 | - |
half-life below 0.4 min | Pseudomonas putida |
Turnover Number [1/s]
| Turnover Number Minimum [1/s] | Turnover Number Maximum [1/s] | Substrate | Comment | Organism | Structure |
|---|---|---|---|---|---|
| 0.11 | - |
2-oxocyclopentyl acetic acid | pH 9.0, temperature not specified in the publication | Pseudomonas putida | |
| 0.13 | - |
2-oxo-DELTA3-4,5,5-trimethylcyclopentenylacetic acid | pH 9.0, temperature not specified in the publication | Pseudomonas putida | |
| 0.9 | - |
2-methylcyclohexanone | pH 9.0, temperature not specified in the publication | Pseudomonas putida | |
| 1.8 | - |
2-n-hexylcyclopentanone | pH 9.0, temperature not specified in the publication | Pseudomonas putida | |
| 4.8 | - |
2-oxo-DELTA3-4,5,5-trimethylcyclopentenylacetyl-CoA | pH 9.0, temperature not specified in the publication | Pseudomonas putida | |
| 5.6 | - |
4-methylcyclohexanone | pH 9.0, temperature not specified in the publication | Pseudomonas putida | |
| 6.9 | - |
2-oxocyclopentyl ethyl acetate | pH 9.0, temperature not specified in the publication | Pseudomonas putida | |
| 13.6 | - |
2-n-hexylcyclopentanone | pH 9.0, temperature not specified in the publication | Pseudomonas putida | |
pH Optimum
| pH Optimum Minimum | pH Optimum Maximum | Comment | Organism |
|---|---|---|---|
| 8.5 | - |
- |
Pseudomonas putida |
Cofactor
| Cofactor | Comment | Organism | Structure |
|---|---|---|---|
| FAD | Crystallization data. With the exception of the O2' atom of ribose and the C-8 and N-9 atoms of adenine, the FAD cofactor is completely buried and inaccessible to the solvent | Pseudomonas putida | |
kcat/KM [mM/s]
| kcat/KM Value [1/mMs-1] | kcat/KM Value Maximum [1/mMs-1] | Substrate | Comment | Organism | Structure |
|---|---|---|---|---|---|
| 3 | - |
2-n-hexylcyclopentanone | pH 9.0, temperature not specified in the publication | Pseudomonas putida | |
| 4 | - |
4-methylcyclohexanone | pH 9.0, temperature not specified in the publication | Pseudomonas putida | |
| 5.5 | - |
2-methylcyclohexanone | pH 9.0, temperature not specified in the publication | Pseudomonas putida | |
| 22 | - |
2-oxocyclopentyl ethyl acetate | pH 9.0, temperature not specified in the publication | Pseudomonas putida | |
| 270 | - |
2-oxo-DELTA3-4,5,5-trimethylcyclopentenylacetyl-CoA | pH 9.0, temperature not specified in the publication | Pseudomonas putida | |
| 430 | - |
2-n-hexylcyclopentanone | pH 9.0, temperature not specified in the publication | Pseudomonas putida | |
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