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Literature summary for 2.6.1.82 extracted from
- Characterization of a putrescine transaminase from Pseudomonas putida and its application to the synthesis of benzylamine derivatives (2018), Front. Bioeng. Biotechnol., 6, 205 .
Application
| Application | Comment | Organism |
|---|---|---|
| synthesis | putrescine transaminase Pp-SpuC application in the transamination of a comprehensive range of ketones/aldehydes for the production of a variety of benzylamine derivatives. Applications of enzyme Pp-SpuC as a biocatalyst with broad substrate tolerance | Pseudomonas putida |
Cloned(Commentary)
| Cloned (Comment) | Organism |
|---|---|
| gene spuC, recombinant expression of N-terminally His6-tagged enzyme in Escherichia coli strain BL21(DE3) | Pseudomonas putida |
Crystallization (Commentary)
| Crystallization (Comment) | Organism |
|---|---|
| purified recombinant enzyme in apoform, sitting drop vapour diffusion method, best from 0.2 M MgCl2, 0.1 M Bis-Tris, pH 6.5, and 25% PEG 3350, at 20°C, X-ray diffraction structure determination analysis at 2.1 A resolution, molecular replacement method, structure modelling using the structure of aspartate aminotransferase from Pseudomonas sp. (PDB ID 5TI8) as the search model | Pseudomonas putida |
Natural Substrates/ Products (Substrates)
| Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
|---|---|---|---|---|---|---|
| putrescine + 2-oxoglutarate | Pseudomonas putida | - |
1-pyrroline + L-glutamate + H2O | - |
? |  |
| putrescine + 2-oxoglutarate | Pseudomonas putida NBRC 14161 | - |
1-pyrroline + L-glutamate + H2O | - |
? | |
Organism
| Organism | UniProt | Comment | Textmining |
|---|---|---|---|
| Pseudomonas putida | A0A4P8GNL5 | i.e. Arthrobacter siderocapsulatus | - |
| Pseudomonas putida NBRC 14161 | A0A4P8GNL5 | i.e. Arthrobacter siderocapsulatus | - |
Purification (Commentary)
| Purification (Comment) | Organism |
|---|---|
| recombinant N-terminally His6-tagged enzyme from Escherichia coli strain BL21(DE3) by nickel affinity chromatography and gel filtration | Pseudomonas putida |
Substrates and Products (Substrate)
| Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
|---|---|---|---|---|---|---|
| 1H-indole-2-carbaldehyde + cadaverine | - |
Pseudomonas putida | 1-(1H-indol-2-yl)methanamine + piperideine + H2O | - |
? | |
| 1H-indole-2-carbaldehyde + cadaverine | - |
Pseudomonas putida NBRC 14161 | 1-(1H-indol-2-yl)methanamine + piperideine + H2O | - |
? | |
| 1H-indole-2-carbaldehyde + isopropylamine | - |
Pseudomonas putida | 1-(1H-indol-2-yl)methanamine + acetone + H2O | - |
? | |
| 2,3-dimethoxybenzaldehyde + cadaverine | - |
Pseudomonas putida | 3,5-dimethoxybenzylamine + piperideine + H2O | - |
? | |
| 2,3-dimethoxybenzaldehyde + isopropylamine | - |
Pseudomonas putida | 2,3-dimethoxybenzylamine + acetone + H2O | - |
? | |
| 2,4-dimethoxybenzaldehyde + cadaverine | - |
Pseudomonas putida | 2,4-dimethoxybenzylamine + piperideine + H2O | - |
? | |
| 2,4-dimethoxybenzaldehyde + isopropylamine | - |
Pseudomonas putida | 2,4-dimethoxybenzylamine + acetone + H2O | - |
? | |
| 2-(trifluoromethyl)benzaldehyde + cadaverine | - |
Pseudomonas putida | 2-(trifluoromethyl)benzylamine + piperideine + H2O | - |
? | |
| 2-(trifluoromethyl)benzaldehyde + isopropylamine | - |
Pseudomonas putida | 2-(trifluoromethyl)benzylamine + acetone + H2O | - |
? | |
| 2-formylbenzoic acid + cadaverine | - |
Pseudomonas putida | 2-(aminomethyl)benzoic acid + piperideine + H2O | - |
? | |
| 2-formylbenzoic acid + isopropylamine | - |
Pseudomonas putida | 2-(aminomethyl)benzoic acid + acetone + H2O | - |
? | |
| 2-formylbenzonitrile + cadaverine | - |
Pseudomonas putida | 2-(aminomethyl)benzonitrile + piperideine + H2O | - |
? | |
| 2-formylbenzonitrile + isopropylamine | - |
Pseudomonas putida | 2-(aminomethyl)benzonitrile + acetone + H2O | - |
? | |
| 2-methoxybenzaldehyde + cadaverine | - |
Pseudomonas putida | 2-methoxybenzylamine + piperideine + H2O | - |
? | |
| 2-methoxybenzaldehyde + isopropylamine | - |
Pseudomonas putida | 2-methoxybenzylamine + acetone + H2O | - |
? | |
| 2-methoxypyridine-3-carbaldehyde + cadaverine | - |
Pseudomonas putida | 1-(2-methoxypyridin-3-yl)methanamine + piperideine + H2O | - |
? | |
| 2-methoxypyridine-3-carbaldehyde + isopropylamine | - |
Pseudomonas putida | 1-(2-methoxypyridin-3-yl)methanamine + acetone + H2O | - |
? | |
| 2H-1,3-benzodioxole-4-carbaldehyde + cadaverine | - |
Pseudomonas putida | 1-(2H-1,3-benzodioxol-4-yl)methanamine + piperideine + H2O | - |
? | |
| 2H-1,3-benzodioxole-4-carbaldehyde + isopropylamine | - |
Pseudomonas putida | 1-(2H-1,3-benzodioxol-4-yl)methanamine + acetone + H2O | - |
? | |
| 3,4-difluorobenzaldehyde + cadaverine | - |
Pseudomonas putida | 3,4-difluorobenzylamine + piperideine + H2O | - |
? | |
| 3,4-difluorobenzaldehyde + isopropylamine | - |
Pseudomonas putida | 3,4-difluorobenzylamine + acetone + H2O | - |
? | |
| 3,5-dibromobenzaldehyde + cadaverine | - |
Pseudomonas putida | 3,5-dibromobenzylamine + piperideine + H2O | - |
? | |
| 3,5-dibromobenzaldehyde + isopropylamine | - |
Pseudomonas putida | 3,5-dibromobenzylamine + acetone + H2O | - |
? | |
| 3,5-dimethoxybenzaldehyde + cadaverine | - |
Pseudomonas putida | 3,5-dimethoxybenzylamine + piperideine + H2O | - |
? | |
| 3,5-dimethoxybenzaldehyde + cadaverine | - |
Pseudomonas putida NBRC 14161 | 3,5-dimethoxybenzylamine + piperideine + H2O | - |
? | |
| 3,5-dimethoxybenzaldehyde + isopropylamine | - |
Pseudomonas putida | 3,5-dimethoxybenzylamine + acetone + H2O | - |
? | |
| 3-acetylbenzoic acid + cadaverine | - |
Pseudomonas putida | 3-(1-aminoethyl)benzoic acid + piperideine + H2O | - |
? | |
| 3-acetylbenzoic acid + isopropylamine | - |
Pseudomonas putida | 3-(1-aminoethyl)benzoic acid + acetone + H2O | - |
? | |
| 3-chlorobenzaldehyde + cadaverine | - |
Pseudomonas putida | 3-chlorobenzylamine + piperideine + H2O | - |
? | |
| 3-chlorobenzaldehyde + isopropylamine | - |
Pseudomonas putida | 3-chlorobenzylamine + acetone + H2O | - |
? | |
| 3-fluorobenzaldehyde + cadaverine | - |
Pseudomonas putida | 3-fluorobenzylamine + piperideine + H2O | - |
? | |
| 3-fluorobenzaldehyde + isopropylamine | - |
Pseudomonas putida | 3-fluorobenzylamine + acetone + H2O | - |
? | |
| 3-formylbenzonitrile + cadaverine | - |
Pseudomonas putida | 3-(aminomethyl)benzonitrile + piperideine + H2O | - |
? | |
| 3-formylbenzonitrile + isopropylamine | - |
Pseudomonas putida | 3-(aminomethyl)benzonitrile + acetone + H2O | - |
? | |
| 3-methoxybenzaldehyde + cadaverine | - |
Pseudomonas putida | 3-methoxybenzylamine + piperideine + H2O | - |
? | |
| 3-methoxybenzaldehyde + isopropylamine | - |
Pseudomonas putida | 3-methoxybenzylamine + acetone + H2O | - |
? | |
| 3-nitrobenzaldehyde + cadaverine | - |
Pseudomonas putida | 3-nitrobenzylamine + piperideine + H2O | - |
? | |
| 3-nitrobenzaldehyde + isopropylamine | - |
Pseudomonas putida | 3-nitrobenzylamine + acetone + H2O | - |
? | |
| 4-acetylbenzoic acid + cadaverine | - |
Pseudomonas putida | 4-(1-aminoethyl)benzoic acid + piperideine + H2O | - |
? | |
| 4-acetylbenzoic acid + isopropylamine | - |
Pseudomonas putida | 4-(1-aminoethyl)benzoic acid + acetone + H2O | - |
? | |
| 4-chlorobenzaldehyde + cadaverine | - |
Pseudomonas putida | 4-chlorobenzylamine + piperideine + H2O | - |
? | |
| 4-chlorobenzaldehyde + isopropylamine | - |
Pseudomonas putida | 4-chlorobenzylamine + acetone + H2O | - |
? | |
| 4-fluorobenzaldehyde + cadaverine | - |
Pseudomonas putida | 4-fluorobenzylamine + piperideine + H2O | - |
? | |
| 4-fluorobenzaldehyde + isopropylamine | - |
Pseudomonas putida | 4-fluorobenzylamine + acetone + H2O | - |
? | |
| 4-formylbenzoic acid + cadaverine | - |
Pseudomonas putida | 4-(aminomethyl)benzoic acid + piperideine + H2O | - |
? | |
| 4-formylbenzoic acid + isopropylamine | - |
Pseudomonas putida | 4-(aminomethyl)benzoic acid + acetone + H2O | - |
? | |
| 4-formylbenzonitrile + cadaverine | - |
Pseudomonas putida | 4-(aminomethyl)benzonitrile + piperideine + H2O | - |
? | |
| 4-formylbenzonitrile + isopropylamine | - |
Pseudomonas putida | 4-(aminomethyl)benzonitrile + acetone + H2O | - |
? | |
| 4-nitrobenzaldehyde + cadaverine | - |
Pseudomonas putida | 4-nitrobenzylamine + piperideine + H2O | - |
? | |
| 4-nitrobenzaldehyde + isopropylamine | - |
Pseudomonas putida | 4-nitrobenzylamine + acetone + H2O | - |
? | |
| 5-chlorothiophene-2-carbaldehyde + cadaverine | - |
Pseudomonas putida | 1-(5-chlorothiophen-2-yl)methanamine + piperideine + H2O | - |
? | |
| 5-chlorothiophene-2-carbaldehyde + isopropylamine | - |
Pseudomonas putida | 1-(5-chlorothiophen-2-yl)methanamine + acetone + H2O | - |
? | |
| 5-formylthiophene-2-carboxylic acid + cadaverine | - |
Pseudomonas putida | 5-(aminomethyl)thiophene-2-carboxylic acid + piperideine + H2O | - |
? | |
| 5-formylthiophene-2-carboxylic acid + isopropylamine | - |
Pseudomonas putida | 5-(aminomethyl)thiophene-2-carboxylic acid + acetone + H2O | - |
? | |
| 5-methylfuran-2-carbaldehyde + cadaverine | - |
Pseudomonas putida | 1-(5-methylfuran-2-yl)methanamine + piperideine + H2O | - |
? | |
| 5-methylfuran-2-carbaldehyde + isopropylamine | - |
Pseudomonas putida | 1-(5-methylfuran-2-yl)methanamine + acetone + H2O | - |
? | |
| 6-acetylpyridine-2-carboxylic acid + cadaverine | - |
Pseudomonas putida | 6-(1-aminoethyl)pyridine-2-carboxylic acid + piperideine + H2O | - |
? | |
| 6-acetylpyridine-2-carboxylic acid + isopropylamine | - |
Pseudomonas putida | 6-(1-aminoethyl)pyridine-2-carboxylic acid + acetone + H2O | - |
? | |
| 6-methoxypyridine-3-carbaldehyde + cadaverine | - |
Pseudomonas putida | 1-(6-methoxypyridin-3-yl)methanamine + piperideine + H2O | - |
? | |
| 6-methoxypyridine-3-carbaldehyde + isopropylamine | - |
Pseudomonas putida | 1-(6-methoxypyridin-3-yl)methanamine + acetone + H2O | - |
? | |
| cadaverine + 2-oxoglutarate | - |
Pseudomonas putida | piperideine + L-glutamate + H2O | - |
? | |
| isopropylamine + 2-oxoglutarate | - |
Pseudomonas putida | acetone + L-glutamate + H2O | - |
? | |
| additional information | the enzyme shows dual substrate recognition for biogenic diamines (i.e. cadaverine) and readily available monoamines (i.e. isopropylamine) for the synthesis of benzylamine derivatives with excellent product conversions and extremely broad substrate tolerance. Biocatalytic synthesis of a range of substituted benzylamines mediated by Pp-SpuC in a coupled assay approach with cadaverine or isopropylamine as co-substrate at 50 mM Tris-HCl, pH 9.0, 30°C, 1 mM PLP, and 1% v/v DMSO, overview | Pseudomonas putida | ? | - |
- |
|
| additional information | the enzyme shows dual substrate recognition for biogenic diamines (i.e. cadaverine) and readily available monoamines (i.e. isopropylamine) for the synthesis of benzylamine derivatives with excellent product conversions and extremely broad substrate tolerance. Biocatalytic synthesis of a range of substituted benzylamines mediated by Pp-SpuC in a coupled assay approach with cadaverine or isopropylamine as co-substrate at 50 mM Tris-HCl, pH 9.0, 30°C, 1 mM PLP, and 1% v/v DMSO, overview | Pseudomonas putida NBRC 14161 | ? | - |
- |
|
| putrescine + 2-oxoglutarate | - |
Pseudomonas putida | 1-pyrroline + L-glutamate + H2O | - |
? | |
| putrescine + 2-oxoglutarate | overall reaction | Pseudomonas putida | 1-pyrroline + L-glutamate + H2O | - |
? | |
| putrescine + 2-oxoglutarate | - |
Pseudomonas putida NBRC 14161 | 1-pyrroline + L-glutamate + H2O | - |
? | |
| putrescine + 2-oxoglutarate | overall reaction | Pseudomonas putida NBRC 14161 | 1-pyrroline + L-glutamate + H2O | - |
? | |
| quinoline-3-carbaldehyde + cadaverine | - |
Pseudomonas putida | 1-(quinolin-3-yl)methanamine + piperideine + H2O | - |
? | |
| quinoline-3-carbaldehyde + isopropylamine | - |
Pseudomonas putida | 1-(quinolin-3-yl)methanamine + acetone + H2O | - |
? | |
Subunits
| Subunits | Comment | Organism |
|---|---|---|
| dimer | the enzyme forms a dimer that adopts a class I transaminase fold comparable to other class III transaminases | Pseudomonas putida |
Synonyms
| Synonyms | Comment | Organism |
|---|---|---|
| Pp-SpuC | - |
Pseudomonas putida |
| putrescine transaminase | - |
Pseudomonas putida |
| SpuC | - |
Pseudomonas putida |
Temperature Optimum [°C]
| Temperature Optimum [°C] | Temperature Optimum Maximum [°C] | Comment | Organism |
|---|---|---|---|
| 60 | - |
- |
Pseudomonas putida |
Temperature Range [°C]
| Temperature Minimum [°C] | Temperature Maximum [°C] | Comment | Organism |
|---|---|---|---|
| 20 | 90 | activity range, profile overview. The activity of the enzyme significantly improves as the temperature increased to its suboptimum activity at 50°C, and reaches 100% optimum relative activity at 60°C. At higher temperature, it shows gradual denaturation but maintaining significant residual activity (77%) up to 70°C. Over 50% of maximal activity at 45-75°C | Pseudomonas putida |
Temperature Stability [°C]
| Temperature Stability Minimum [°C] | Temperature Stability Maximum [°C] | Comment | Organism |
|---|---|---|---|
| 50 | - |
purified recombinant enzyme in Tris-HCl, pH 8.0, half-life is 7.7 h | Pseudomonas putida |
| 60 | - |
purified recombinant enzyme in Tris-HCl, pH 8.0, half-life is 37 min | Pseudomonas putida |
pH Optimum
| pH Optimum Minimum | pH Optimum Maximum | Comment | Organism |
|---|---|---|---|
| 8 | - |
- |
Pseudomonas putida |
pH Range
| pH Minimum | pH Maximum | Comment | Organism |
|---|---|---|---|
| 6.2 | 10.2 | activity range, profile overview | Pseudomonas putida |
Cofactor
| Cofactor | Comment | Organism | Structure |
|---|---|---|---|
| pyridoxal 5'-phosphate | PLP | Pseudomonas putida | |
General Information
| General Information | Comment | Organism |
|---|---|---|
| evolution | the enzyme forms a dimer that adopts a class I transaminase fold comparable to other class III transaminases | Pseudomonas putida |
| metabolism | promiscuous role of Pseudomonas putida Pp-SpuC in metabolism | Pseudomonas putida |
| additional information | schematic representation of the amino acid residues forming the small and large binding pockets of Pp-SpuC around the external aldimine intermediate (PLP-substrate adduct). The model is based on the multiple sequence alignment analysis and on the active site structure of Vf-omega transaminase (PDB ID 4E3Q) | Pseudomonas putida |
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