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Literature summary extracted from
- Cloning, expression and characterisation of CYP102A7, a self-sufficient P450 monooxygenase from Bacillus licheniformis (2008), Appl. Microbiol. Biotechnol., 79, 931-940.
Cloned(Commentary)
| EC Number | Cloned (Comment) | Organism |
|---|---|---|
| 1.14.14.1 | plasmid propagation in Escherichia coli DH5alpha, heterologous expression of CYP102A1, CYP102A2, CYP102A3 and CYP102A7 from vector pET 28a(+) in Escherichia coli BL21 (DE3) | Bacillus licheniformis |
Inhibitors
| EC Number | Inhibitors | Comment | Organism | Structure |
|---|---|---|---|---|
| 1.14.14.1 | dimethyl sulfoxide | CYP102A7 exhibits 50% of its initial activity in the presence of 26% dimethyl sulfoxide | Bacillus licheniformis |  |
KM Value [mM]
| EC Number | KM Value [mM] | KM Value Maximum [mM] | Substrate | Comment | Organism | Structure |
|---|---|---|---|---|---|---|
| 1.14.14.1 | 0.0041 | - |
cytochrome c | CYP102A7, at pH 7.5 | Bacillus licheniformis | |
| 1.14.14.1 | 0.0118 | - |
stearic acid | CYP102A7, at pH 7.5 | Bacillus licheniformis | |
| 1.14.14.1 | 0.0129 | - |
12-methyl-tetradecanoic acid | CYP102A7, at pH 7.5 | Bacillus licheniformis | |
| 1.14.14.1 | 0.0165 | - |
palmitoleic acid | CYP102A7, at pH 7.5 | Bacillus licheniformis | |
| 1.14.14.1 | 0.0165 | - |
13-methyl-tetradecanoic acid | CYP102A7, at pH 7.5 | Bacillus licheniformis | |
| 1.14.14.1 | 0.0386 | - |
hexadecanoic acid | CYP102A7, at pH 7.5, highest activity | Bacillus licheniformis | |
| 1.14.14.1 | 0.0509 | - |
tetradecanoic acid | CYP102A7, at pH 7.5, highest activity | Bacillus licheniformis | |
| 1.14.14.1 | 0.0551 | - |
linoleic acid | CYP102A7, at pH 7.5 | Bacillus licheniformis | |
| 1.14.14.1 | 0.102 | - |
dodecanoic acid | CYP102A7, at pH 7.5 | Bacillus licheniformis | |
Molecular Weight [Da]
| EC Number | Molecular Weight [Da] | Molecular Weight Maximum [Da] | Comment | Organism |
|---|---|---|---|---|
| 1.14.14.1 | 120000 | - |
x * 120000, SDS-PAGE | Bacillus licheniformis |
Organism
| EC Number | Organism | UniProt | Comment | Textmining |
|---|---|---|---|---|
| 1.14.14.1 | Bacillus licheniformis | - |
strain DSM13 | - |
| 1.14.14.1 | Bacillus licheniformis DSM 13 | - |
strain DSM13 | - |
Purification (Commentary)
| EC Number | Purification (Comment) | Organism |
|---|---|---|
| 1.14.14.1 | CYP102A7 purified by immobilised metal affinity chromatography using the N-terminally attached His6-tag, 6.6fold, ca. 95% pure | Bacillus licheniformis |
Substrates and Products (Substrate)
| EC Number | Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
|---|---|---|---|---|---|---|---|
| 1.14.14.1 | (R)-(+)-limonene + 2 O2 + 2 NADPH | CYP102A7, high activity | Bacillus licheniformis | (R)-cis-1,2-limonene epoxide + cis-carveol + 2 NADP+ + 2 H2O | - |
? | |
| 1.14.14.1 | (R)-(+)-limonene + 2 O2 + 2 NADPH | CYP102A7, high activity | Bacillus licheniformis DSM 13 | (R)-cis-1,2-limonene epoxide + cis-carveol + 2 NADP+ + 2 H2O | - |
? | |
| 1.14.14.1 | (S)-(-)-limonene + NADPH + O2 | CYP102A7, high activity | Bacillus licheniformis | (S)-trans-1,2 limonene epoxide + NADP+ + H2O | - |
? | |
| 1.14.14.1 | (S)-(-)-limonene + NADPH + O2 | CYP102A7, high activity | Bacillus licheniformis DSM 13 | (S)-trans-1,2 limonene epoxide + NADP+ + H2O | - |
? | |
| 1.14.14.1 | 10-p-nitrophenoxydecanoic acid + NADPH + O2 | CYP102A7 | Bacillus licheniformis | ? | - |
? | |
| 1.14.14.1 | 10-p-nitrophenoxydecanoic acid + NADPH + O2 | CYP102A7 | Bacillus licheniformis DSM 13 | ? | - |
? | |
| 1.14.14.1 | 12-methyl-myristic acid + NADPH + O2 | CYP102A7 | Bacillus licheniformis | ? | - |
? | |
| 1.14.14.1 | 12-methyl-tetradecanoic acid + NADPH + O2 | CYP102A7 | Bacillus licheniformis | ? | - |
? | |
| 1.14.14.1 | 13-methyl-myristic acid + NADPH + O2 | CYP102A7 | Bacillus licheniformis | ? | - |
? | |
| 1.14.14.1 | 13-methyl-tetradecanoic acid + NADPH + O2 | CYP102A7 | Bacillus licheniformis | ? | - |
? | |
| 1.14.14.1 | 3 geranylacetone + 3 NADPH + 3 H+ + 3 O2 | CYP102A7, high activity | Bacillus licheniformis | 9,10-epoxygeranylacetone + 11-hydroxygeranylacetone + 5,6-epoxygeranylacetone + 3 NADP+ + 3 H2O | - |
? | |
| 1.14.14.1 | 7-ethoxycoumarin + NADPH + H+ + O2 | CYP102A7 catalyses dealkylation, although with activity much lower than towards fatty acids | Bacillus licheniformis | 7-hydroxycoumarin + NADP+ + H2O + ? | - |
? | |
| 1.14.14.1 | alpha-ionone + NADPH + O2 | CYP102A7, high activity | Bacillus licheniformis | ? | - |
? | |
| 1.14.14.1 | arachidonic acid + O2 + NADPH | CYP102A7 | Bacillus licheniformis | 20-hydroxyeicosatetraenoic acid + H2O + NADP+ | - |
? | |
| 1.14.14.1 | arachidonic acid + O2 + NADPH | CYP102A7 | Bacillus licheniformis DSM 13 | 20-hydroxyeicosatetraenoic acid + H2O + NADP+ | - |
? | |
| 1.14.14.1 | beta-ionone + NADPH + O2 | CYP102A7, high activity | Bacillus licheniformis | 4-hydroxy-beta-ionone + NADP+ + H2O | - |
? | |
| 1.14.14.1 | cytochrome c + NADH + H+ + O2 | - |
Bacillus licheniformis | ? | - |
r | |
| 1.14.14.1 | cytochrome c + O2 + NADH | - |
Bacillus licheniformis | ? | - |
r | |
| 1.14.14.1 | dodecanoic acid + NADPH + O2 | CYP102A7 | Bacillus licheniformis | ? | - |
? | |
| 1.14.14.1 | hexadecanoic acid + NADPH + O2 | CYP102A7, highest binding affinity | Bacillus licheniformis | ? | - |
? | |
| 1.14.14.1 | lauric acid + NADPH + O2 | CYP102A7 | Bacillus licheniformis | ? | - |
? | |
| 1.14.14.1 | linoleic acid + NADPH + O2 | CYP102A1, CYP102A2, CYP102A3 and CYP102A7. CYP102A7 with high binding affinity | Bacillus licheniformis | ? | - |
? | |
| 1.14.14.1 | additional information | CYP102A7 is active towards medium-chain fatty acids but shows a strong preference for saturated over unsaturated fatty acids. Besides fatty acids, CYP102A7 is able to catalyse the oxidation of cyclic and acyclic terpenes with high activity and coupling efficiency. 7-methoxycoumarin is not converted by CYP102A7. No NADPH consumption with 11-deoxycortisol, dextromethorphane, testosterone and cyclic and acyclic alkanes as substrates | Bacillus licheniformis | ? | - |
? | |
| 1.14.14.1 | additional information | CYP102A7 is active towards medium-chain fatty acids but shows a strong preference for saturated over unsaturated fatty acids. Besides fatty acids, CYP102A7 is able to catalyse the oxidation of cyclic and acyclic terpenes with high activity and coupling efficiency. 7-methoxycoumarin is not converted by CYP102A7. No NADPH consumption with 11-deoxycortisol, dextromethorphane, testosterone and cyclic and acyclic alkanes as substrates | Bacillus licheniformis DSM 13 | ? | - |
? | |
| 1.14.14.1 | myristic acid + NADPH + O2 | CYP102A7 | Bacillus licheniformis | ? | - |
? | |
| 1.14.14.1 | nerylacetone + NADPH + O2 | CYP102A7, high activity | Bacillus licheniformis | 9,10-epoxynerylacetone + 5,6-epoxynerylacetone + NADP+ + H2O | - |
? | |
| 1.14.14.1 | oleic acid + NADPH + O2 | CYP102A1, CYP102A2, CYP102A3 and CYP102A7 | Bacillus licheniformis | ? | - |
? | |
| 1.14.14.1 | palmitic acid + NADPH + O2 | CYP102A7 | Bacillus licheniformis | ? | - |
? | |
| 1.14.14.1 | palmitoleic acid + NADPH + O2 | CYP102A7 | Bacillus licheniformis | ? | - |
? | |
| 1.14.14.1 | stearic acid + NADPH + O2 | CYP102A7 | Bacillus licheniformis | ? | - |
? | |
| 1.14.14.1 | tetradecanoic acid + NADPH + O2 | CYP102A7, highest activity | Bacillus licheniformis | ? | - |
? | |
Subunits
| EC Number | Subunits | Comment | Organism |
|---|---|---|---|
| 1.14.14.1 | ? | x * 120000, SDS-PAGE | Bacillus licheniformis |
Synonyms
| EC Number | Synonyms | Comment | Organism |
|---|---|---|---|
| 1.14.14.1 | CYP102A1 | - |
Bacillus licheniformis |
| 1.14.14.1 | CYP102A2 | - |
Bacillus licheniformis |
| 1.14.14.1 | CYP102A3 | - |
Bacillus licheniformis |
| 1.14.14.1 | CYP102A7 | - |
Bacillus licheniformis |
| 1.14.14.1 | P450 monooxygenase | - |
Bacillus licheniformis |
Temperature Stability [°C]
| EC Number | Temperature Stability Minimum [°C] | Temperature Stability Maximum [°C] | Comment | Organism |
|---|---|---|---|---|
| 1.14.14.1 | 27.5 | - |
half-life of CYP102A7 at room temperature approximately 100 min. Increased activity (115%) after incubation at 27.5°C, higher temperatures result in a steady loss of activity against tetradecanoic acid. No activity after incubation at 60°C | Bacillus licheniformis |
Turnover Number [1/s]
| EC Number | Turnover Number Minimum [1/s] | Turnover Number Maximum [1/s] | Substrate | Comment | Organism | Structure |
|---|---|---|---|---|---|---|
| 1.14.14.1 | 13.9 | - |
12-methyl-tetradecanoic acid | CYP102A7, at pH 7.5 | Bacillus licheniformis | |
| 1.14.14.1 | 16.18 | - |
stearic acid | CYP102A7, at pH 7.5 | Bacillus licheniformis | |
| 1.14.14.1 | 21.1 | - |
13-methyl-tetradecanoic acid | CYP102A7, at pH 7.5 | Bacillus licheniformis | |
| 1.14.14.1 | 22.8 | - |
palmitoleic acid | CYP102A7, at pH 7.5 | Bacillus licheniformis | |
| 1.14.14.1 | 25.65 | - |
hexadecanoic acid | CYP102A7, at pH 7.5, highest binding affinity | Bacillus licheniformis | |
| 1.14.14.1 | 27.7 | - |
dodecanoic acid | CYP102A7, at pH 7.5 | Bacillus licheniformis | |
| 1.14.14.1 | 29.3 | - |
linoleic acid | CYP102A7, at pH 7.5 | Bacillus licheniformis | |
| 1.14.14.1 | 59.8 | - |
tetradecanoic acid | CYP102A7, at pH 7.5, highest activity | Bacillus licheniformis | |
| 1.14.14.1 | 122.4 | - |
cytochrome c | CYP102A7, at pH 7.5 | Bacillus licheniformis | |
pH Optimum
| EC Number | pH Optimum Minimum | pH Optimum Maximum | Comment | Organism |
|---|---|---|---|---|
| 1.14.14.1 | 7.5 | - |
- |
Bacillus licheniformis |
pH Stability
| EC Number | pH Stability | pH Stability Maximum | Comment | Organism |
|---|---|---|---|---|
| 1.14.14.1 | 6 | 9 | results in a loss of coupling efficiency in the reaction with tetradecanoic acid | Bacillus licheniformis |
Cofactor
| EC Number | Cofactor | Comment | Organism | Structure |
|---|---|---|---|---|
| 1.14.14.1 | FAD | - |
Bacillus licheniformis | |
| 1.14.14.1 | FMN | - |
Bacillus licheniformis | |
| 1.14.14.1 | NADPH | - |
Bacillus licheniformis | |
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