Application | Comment | Organism |
---|---|---|
synthesis | (R)-benzoin is synthesized from benzaldehyde using the most stable variant immobilized in packed-bed reactors via the SpyCatcher/SpyTag system. Over a period of seven days, (R)-benzoin is produced with a stable spacetime-yield of 9.3 mmol/l and day | Rhodococcus erythropolis |
Cloned (Comment) | Organism |
---|---|
expression in Escherichia coli | Rhodococcus erythropolis |
expression in Escherichia coli | Pseudomonas fluorescens |
Crystallization (Comment) | Organism |
---|---|
homology modeling shows a homotetrameric structure which can be described as a dimer of a dimers with four active sites | Rhodococcus erythropolis |
Protein Variants | Comment | Organism |
---|---|---|
Q112A/E393A/S416G/T479A | variant with larger but less polar binding site | Rhodococcus erythropolis |
Q112L/E393Y/S416G/T479F | variant with binding site matched to Pseudomonas fluorescens enzyme | Rhodococcus erythropolis |
Organism | UniProt | Comment | Textmining |
---|---|---|---|
Pseudomonas fluorescens | P51853 | - |
- |
Rhodococcus erythropolis | - |
- |
- |
Rhodococcus erythropolis R138 | - |
- |
- |
Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
---|---|---|---|---|---|---|
2 1H-indazole-6-carbaldehyde | - |
Rhodococcus erythropolis | (2R)-2-hydroxy-1,2-di(1H-indazol-6-yl)ethan-1-one | - |
? | |
2 1H-indazole-6-carbaldehyde | - |
Pseudomonas fluorescens | (2R)-2-hydroxy-1,2-di(1H-indazol-6-yl)ethan-1-one | - |
? | |
2 1H-indazole-6-carbaldehyde | - |
Rhodococcus erythropolis R138 | (2R)-2-hydroxy-1,2-di(1H-indazol-6-yl)ethan-1-one | - |
? | |
2 1H-pyrrole-2-carbaldehyde | - |
Rhodococcus erythropolis | (2R)-2-hydroxy-1,2-di(1H-pyrrol-2-yl)ethan-1-one | - |
? | |
2 1H-pyrrole-2-carbaldehyde | - |
Pseudomonas fluorescens | (2R)-2-hydroxy-1,2-di(1H-pyrrol-2-yl)ethan-1-one | - |
? | |
2 1H-pyrrole-2-carbaldehyde | - |
Rhodococcus erythropolis R138 | (2R)-2-hydroxy-1,2-di(1H-pyrrol-2-yl)ethan-1-one | - |
? | |
2 2-furaldehyde | - |
Rhodococcus erythropolis | (R)-2,2'-furoin | - |
? | |
2 2-furaldehyde | - |
Pseudomonas fluorescens | (R)-2,2'-furoin | - |
? | |
2 2-furaldehyde | - |
Rhodococcus erythropolis R138 | (R)-2,2'-furoin | - |
? | |
2 3-hydroxy-4-methoxybenzaldehyde | - |
Rhodococcus erythropolis | (2R)-2-hydroxy-1,2-bis(3-hydroxy-4-methoxyphenyl)ethan-1-one | - |
? | |
2 3-hydroxy-4-methoxybenzaldehyde | - |
Pseudomonas fluorescens | (2R)-2-hydroxy-1,2-bis(3-hydroxy-4-methoxyphenyl)ethan-1-one | - |
? | |
2 3-hydroxy-4-methoxybenzaldehyde | - |
Rhodococcus erythropolis R138 | (2R)-2-hydroxy-1,2-bis(3-hydroxy-4-methoxyphenyl)ethan-1-one | - |
? | |
2 4-formylbenzonitrile | - |
Rhodococcus erythropolis | 4,4'-[(1R)-1-hydroxy-2-oxoethane-1,2-diyl]dibenzonitrile | - |
? | |
2 4-formylbenzonitrile | - |
Pseudomonas fluorescens | 4,4'-[(1R)-1-hydroxy-2-oxoethane-1,2-diyl]dibenzonitrile | - |
? | |
2 4-formylbenzonitrile | - |
Rhodococcus erythropolis R138 | 4,4'-[(1R)-1-hydroxy-2-oxoethane-1,2-diyl]dibenzonitrile | - |
? | |
2 4-hydroxy-3-methoxybenzaldehyde | - |
Rhodococcus erythropolis | (2R)-2-hydroxy-1,2-bis(4-hydroxy-3-methoxyphenyl)ethan-1-one | - |
? | |
2 4-hydroxy-3-methoxybenzaldehyde | - |
Pseudomonas fluorescens | (2R)-2-hydroxy-1,2-bis(4-hydroxy-3-methoxyphenyl)ethan-1-one | - |
? | |
2 4-hydroxybenzaldehyde | - |
Rhodococcus erythropolis | (2R)-2-hydroxy-1,2-bis(4-hydroxyphenyl)ethan-1-one | - |
? | |
2 4-hydroxybenzaldehyde | - |
Pseudomonas fluorescens | (2R)-2-hydroxy-1,2-bis(4-hydroxyphenyl)ethan-1-one | - |
? | |
2 4-nitrobenzaldehyde | - |
Rhodococcus erythropolis | (2R)-2-hydroxy-1,2-bis(4-nitrophenyl)ethan-1-one | - |
? | |
2 4-nitrobenzaldehyde | - |
Pseudomonas fluorescens | (2R)-2-hydroxy-1,2-bis(4-nitrophenyl)ethan-1-one | - |
? | |
2 benzaldehyde | - |
Rhodococcus erythropolis | benzoin | - |
? | |
2 benzaldehyde | - |
Pseudomonas fluorescens | benzoin | - |
? | |
2 naphthalene-2-carbaldehyde | - |
Rhodococcus erythropolis | (2R)-2-hydroxy-1,2-di(naphthalen-2-yl)ethan-1-one | - |
? | |
2 naphthalene-2-carbaldehyde | - |
Pseudomonas fluorescens | (2R)-2-hydroxy-1,2-di(naphthalen-2-yl)ethan-1-one | - |
? | |
2 phenanthrene-9-carbaldehyde | - |
Rhodococcus erythropolis | (2R)-2-hydroxy-1,2-di(phenanthren-9-yl)ethan-1-one | - |
? | |
2 phenanthrene-9-carbaldehyde | - |
Pseudomonas fluorescens | (2R)-2-hydroxy-1,2-di(phenanthren-9-yl)ethan-1-one | - |
? | |
2 pyridine-3-carbaldehyde | - |
Rhodococcus erythropolis | (2R)-2-hydroxy-1,2-di(pyridin-3-yl)ethan-1-one | - |
? | |
2 pyridine-3-carbaldehyde | - |
Pseudomonas fluorescens | (2R)-2-hydroxy-1,2-di(pyridin-3-yl)ethan-1-one | - |
? | |
2-furaldehyde + 2,2-dimethoxyacetaldehyde | - |
Rhodococcus erythropolis | (2R)-1-(furan-2-yl)-2-hydroxy-3,3-dimethoxypropan-1-one | - |
? | |
2-furaldehyde + 2,2-dimethoxyacetaldehyde | - |
Pseudomonas fluorescens | (2R)-1-(furan-2-yl)-2-hydroxy-3,3-dimethoxypropan-1-one | - |
? | |
4-nitrobenzaldehyde + 2,2-dimethoxyacetaldehyde | - |
Rhodococcus erythropolis | (2R)-2-hydroxy-3,3-dimethoxy-1-(4-nitrophenyl)propan-1-one | - |
? | |
benzaldehyde + 2,2-dimethoxyacetaldehyde | - |
Rhodococcus erythropolis | (2R)-2-hydroxy-3,3-dimethoxy-1-phenylpropan-1-one | - |
? | |
benzaldehyde + 2,2-dimethoxyacetaldehyde | - |
Pseudomonas fluorescens | (2R)-2-hydroxy-3,3-dimethoxy-1-phenylpropan-1-one | - |
? | |
naphthalene-2-carbaldehyde + 2,2-dimethoxyacetaldehyde | - |
Rhodococcus erythropolis | (2R)-2-hydroxy-3,3-dimethoxy-1-(naphthalen-2-yl)propan-1-one | - |
? | |
naphthalene-2-carbaldehyde + 2,2-dimethoxyacetaldehyde | - |
Pseudomonas fluorescens | (2R)-2-hydroxy-3,3-dimethoxy-1-(naphthalen-2-yl)propan-1-one | - |
? | |
pyridine-3-carbaldehyde + 2,2-dimethoxyacetaldehyde | - |
Rhodococcus erythropolis | (2R)-2-hydroxy-3,3-dimethoxy-1-(pyridin-3-yl)propan-1-one | - |
? | |
pyridine-3-carbaldehyde + 2,2-dimethoxyacetaldehyde | - |
Pseudomonas fluorescens | (2R)-2-hydroxy-3,3-dimethoxy-1-(pyridin-3-yl)propan-1-one | - |
? |
Temperature Stability Minimum [°C] | Temperature Stability Maximum [°C] | Comment | Organism |
---|---|---|---|
45.9 | - |
T50 value, i.e. 50% residual activity after 10 min | Pseudomonas fluorescens |
59.7 | - |
wild-type, T50 value, i.e. 50% residual activity after 10 min | Rhodococcus erythropolis |
66 | - |
mutant Q112L/E393Y/S416G/T479F , T50 value, i.e. 50% residual activity after 10 min | Rhodococcus erythropolis |
68.4 | - |
mutant Q112A/E393A/S416G/T479A, T50 value, i.e. 50% residual activity after 10 min | Rhodococcus erythropolis |
Turnover Number Minimum [1/s] | Turnover Number Maximum [1/s] | Substrate | Comment | Organism | Structure |
---|---|---|---|---|---|
3 | 6 | benzaldehyde | mutant Q112L/E393Y/S416G/T479F, pH 8, 30°C | Rhodococcus erythropolis | |
15 | - |
benzaldehyde | wild-type, pH 8, 30°C | Rhodococcus erythropolis | |
45 | - |
benzaldehyde | mutant Q112L/E393Y/S416G/T479F, pH 8, 30°C | Rhodococcus erythropolis | |
234 | - |
benzaldehyde | pH 8, 30°C | Pseudomonas fluorescens |