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Literature summary extracted from
- Characterization of a new nitrilase from Hoeflea phototrophica DFL-43 for a two-step one-pot synthesis of (S)-?-amino acids (2018), Appl. Microbiol. Biotechnol., 102, 6047-6056 .
Application
| EC Number | Application | Comment | Organism |
|---|---|---|---|
| 3.5.5.1 | synthesis | a cascade reaction for the synthesis of optically pure (S)-beta-phenylalanine from benzoylacetonitrile was developed by coupling HpN with an omega-transaminase from Polaromonas sp. JS666 in toluene-water biphasic reaction system using beta-alanine as an amino donor. Various (S)-beta-amino acids can be produced from benzoylacetonitrile derivatives with moderate to high conversions (73-99%) and excellent enantioselectivity (above 99% enantiomeric exess). Great potential of this cascade reaction for the practical synthesis of (S)-beta-phenylalanine | Hoeflea phototrophica |
Cloned(Commentary)
| EC Number | Cloned (Comment) | Organism |
|---|---|---|
| 3.5.5.1 | overexpressed in Escherichia coli BL21 (DE3) | Hoeflea phototrophica |
Inhibitors
| EC Number | Inhibitors | Comment | Organism | Structure |
|---|---|---|---|---|
| 3.5.5.1 | Ag+ | 10 mM, complete loss of activity | Hoeflea phototrophica |  |
| 3.5.5.1 | Cu2+ | 10 mM, 94% loss of activity | Hoeflea phototrophica | |
| 3.5.5.1 | EDTA | 10 mM, 20% loss of activity | Hoeflea phototrophica | |
| 3.5.5.1 | Fe2+ | 10 mM, 59% loss of activity | Hoeflea phototrophica | |
| 3.5.5.1 | Hg2+ | 10 mM, complete loss of activity | Hoeflea phototrophica | |
| 3.5.5.1 | Mg2+ | 10 mM, 15% loss of activity | Hoeflea phototrophica | |
| 3.5.5.1 | Mn2+ | 10 mM, 24% loss of activity | Hoeflea phototrophica | |
| 3.5.5.1 | Ni2+ | 10 mM, 83% loss of activity | Hoeflea phototrophica | |
| 3.5.5.1 | Pb2+ | 10 mM, 15% loss of activity | Hoeflea phototrophica | |
| 3.5.5.1 | Zn2+ | 10 mM, 20% loss of activity | Hoeflea phototrophica | |
KM Value [mM]
| EC Number | KM Value [mM] | KM Value Maximum [mM] | Substrate | Comment | Organism | Structure |
|---|---|---|---|---|---|---|
| 3.5.5.1 | 4.2 | - |
benzoylacetonitrile | pH 8.5, 50°C | Hoeflea phototrophica | |
Organic Solvent Stability
| EC Number | Organic Solvent | Comment | Organism |
|---|---|---|---|
| 3.5.5.1 | Acetone | 5% (v/v), about 60% loss of activity | Hoeflea phototrophica |
| 3.5.5.1 | acetonitrile | 5% (v/v), no loss of activity | Hoeflea phototrophica |
| 3.5.5.1 | dimethylformamide | 5% (v/v), about 15% loss of activity | Hoeflea phototrophica |
| 3.5.5.1 | DMSO | 5% (v/v), about 10% loss of activity | Hoeflea phototrophica |
| 3.5.5.1 | Ethanol | 5% (v/v), about 15% loss of activity | Hoeflea phototrophica |
| 3.5.5.1 | Methanol | 5% (v/v), no loss of activity | Hoeflea phototrophica |
Organism
| EC Number | Organism | UniProt | Comment | Textmining |
|---|---|---|---|---|
| 3.5.5.1 | Hoeflea phototrophica | - |
- |
- |
| 3.5.5.1 | Hoeflea phototrophica DFL-43 | - |
- |
- |
Purification (Commentary)
| EC Number | Purification (Comment) | Organism |
|---|---|---|
| 3.5.5.1 | - |
Hoeflea phototrophica |
Substrates and Products (Substrate)
| EC Number | Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
|---|---|---|---|---|---|---|---|
| 3.5.5.1 | 2-chloromandelonitrile + H2O | 7% of the activity as compared to benzoylacetonitrile | Hoeflea phototrophica | ? | - |
? | |
| 3.5.5.1 | 2-chloromandelonitrile + H2O | 7% of the activity as compared to benzoylacetonitrile | Hoeflea phototrophica DFL-43 | ? | - |
? | |
| 3.5.5.1 | 2-chlorophenylacetonitrile + H2O | 38% of the activity as compared to benzoylacetonitrile | Hoeflea phototrophica | ? | - |
? | |
| 3.5.5.1 | 3-chlorobenzoylacetonitrile + H2O | 43% of the activity as compared to benzoylacetonitrile | Hoeflea phototrophica | ? | - |
? | |
| 3.5.5.1 | 3-methoxylbenzoylacetonitrile + H2O | 38% of the activity as compared to benzoylacetonitrile | Hoeflea phototrophica | ? | - |
? | |
| 3.5.5.1 | 4-chlorobenzoylacetonitrile + H2O | 16% of the activity as compared to benzoylacetonitrile | Hoeflea phototrophica | ? | - |
? | |
| 3.5.5.1 | acetonitrile + H2O | 12% of the activity as compared to benzoylacetonitrile | Hoeflea phototrophica | acetic acid + NH3 | - |
? | |
| 3.5.5.1 | acetonitrile + H2O | 12% of the activity as compared to benzoylacetonitrile | Hoeflea phototrophica DFL-43 | acetic acid + NH3 | - |
? | |
| 3.5.5.1 | benzoylacetonitrile + H2O | - |
Hoeflea phototrophica | ? | - |
? | |
| 3.5.5.1 | glycolonitrile + H2O | 18% of the activity as compared to benzoylacetonitrile | Hoeflea phototrophica | ? | - |
? | |
| 3.5.5.1 | mandelonitrile + H2O | 32% of the activity as compared to benzoylacetonitrile | Hoeflea phototrophica | ? | - |
? | |
| 3.5.5.1 | mandelonitrile + H2O | 32% of the activity as compared to benzoylacetonitrile | Hoeflea phototrophica DFL-43 | ? | - |
? | |
| 3.5.5.1 | additional information | no activity detected with: benzonitrile, 3-cyanopyridine, 2,3-dicyanopyrazine | Hoeflea phototrophica | ? | - |
- |
|
| 3.5.5.1 | additional information | no activity detected with: benzonitrile, 3-cyanopyridine, 2,3-dicyanopyrazine | Hoeflea phototrophica DFL-43 | ? | - |
- |
|
| 3.5.5.1 | phenylacetonitrile + H2O | 160% of the activity as compared to benzoylacetonitrile | Hoeflea phototrophica | ? | - |
? | |
| 3.5.5.1 | phenylacetonitrile + H2O | 160% of the activity as compared to benzoylacetonitrile | Hoeflea phototrophica DFL-43 | ? | - |
? | |
Temperature Optimum [°C]
| EC Number | Temperature Optimum [°C] | Temperature Optimum Maximum [°C] | Comment | Organism |
|---|---|---|---|---|
| 3.5.5.1 | 50 | - |
- |
Hoeflea phototrophica |
Temperature Range [°C]
| EC Number | Temperature Minimum [°C] | Temperature Maximum [°C] | Comment | Organism |
|---|---|---|---|---|
| 3.5.5.1 | 40 | 55 | 40°C: about 60% of maximal activity, 55°C: about 35% of maximal activity | Hoeflea phototrophica |
Temperature Stability [°C]
| EC Number | Temperature Stability Minimum [°C] | Temperature Stability Maximum [°C] | Comment | Organism |
|---|---|---|---|---|
| 3.5.5.1 | 30 | - |
24 h, no loss of activity | Hoeflea phototrophica |
| 3.5.5.1 | 40 | - |
half-life: 12 h | Hoeflea phototrophica |
| 3.5.5.1 | 50 | - |
half-life: 3 h | Hoeflea phototrophica |
| 3.5.5.1 | 60 | - |
half-life: 1 h | Hoeflea phototrophica |
Turnover Number [1/s]
| EC Number | Turnover Number Minimum [1/s] | Turnover Number Maximum [1/s] | Substrate | Comment | Organism | Structure |
|---|---|---|---|---|---|---|
| 3.5.5.1 | 170 | - |
benzoylacetonitrile | pH 8.5, 50°C | Hoeflea phototrophica | |
pH Optimum
| EC Number | pH Optimum Minimum | pH Optimum Maximum | Comment | Organism |
|---|---|---|---|---|
| 3.5.5.1 | 8.5 | - |
100 mM Tris-HCl buffer | Hoeflea phototrophica |
pH Range
| EC Number | pH Minimum | pH Maximum | Comment | Organism |
|---|---|---|---|---|
| 3.5.5.1 | 6 | 9 | more than 70% of the maximum activity is retained between pH 6.0 and 9.0 | Hoeflea phototrophica |
kcat/KM [mM/s]
| EC Number | kcat/KM Value [1/mMs-1] | kcat/KM Value Maximum [1/mMs-1] | Substrate | Comment | Organism | Structure |
|---|---|---|---|---|---|---|
| 3.5.5.1 | 40.48 | - |
benzoylacetonitrile | pH 8.5, 50°C | Hoeflea phototrophica | |
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