EC Number | Application | Comment | Organism |
---|---|---|---|
1.1.1.1 | synthesis | horse liver alcohol dehydrogenase (HLADH) together with the NADH oxidase from Streptococcus mutans (SmNOX) are applied for the oxidative lactamization of various amino alcohols, direct synthesis of lactams (5-, 6-, and 7-membered) starting from amino-alcohols in a bienzymatic cascade. A direct approach for biocatalytic oxidative lactamization reaction. In situ regeneration of NAD+ with SmNOX in the HLADH-catalyzed oxidative lactamization of 4-amino-1-butanol to gamma-butyrolactam. The bienzymatic reaction cascade exhibits an optimum between pH 8 and pH 10, which can be attributed to the rather narrow pH range of SmNOX compared to that of HLADH. The fast reoxidation of NADH eliminated inhibitory effects of NADH on the HLADH-catalyzed oxidation | Equus caballus |
EC Number | Inhibitors | Comment | Organism | Structure |
---|---|---|---|---|
1.1.1.1 | 5-amino-1-pentanol | - |
Equus caballus | |
1.1.1.1 | 6-amino-1-hexanol | - |
Equus caballus | |
1.1.1.1 | NADH | inhibitory effects of NADH on the HLADH-catalyzed oxidation | Equus caballus |
EC Number | KM Value [mM] | KM Value Maximum [mM] | Substrate | Comment | Organism | Structure |
---|---|---|---|---|---|---|
1.1.1.1 | 3.8 | - |
4-amino-1-butanol | pH 11.0, 25°C, recombinant enzyme | Equus caballus | |
1.1.1.1 | 6.71 | - |
6-amino-1-hexanol | pH 9.0, 25°C, recombinant enzyme | Equus caballus | |
1.1.1.1 | 17.8 | - |
4-amino-1-butanol | pH 9.0, 25°C, recombinant enzyme | Equus caballus | |
1.1.1.1 | 26.9 | - |
5-amino-1-pentanol | pH 9.0, 25°C, recombinant enzyme | Equus caballus | |
1.1.1.1 | 34.9 | - |
4-amino-1-butanol | pH 7.0, 25°C, recombinant enzyme | Equus caballus |
EC Number | Organism | UniProt | Comment | Textmining |
---|---|---|---|---|
1.1.1.1 | Equus caballus | P00327 | - |
- |
EC Number | Source Tissue | Comment | Organism | Textmining |
---|---|---|---|---|
1.1.1.1 | liver | - |
Equus caballus | - |
EC Number | Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
---|---|---|---|---|---|---|---|
1.1.1.1 | 4-amino-1-butanol + NAD+ | 95% conversion | Equus caballus | to gamma-butyrolactam + NADH + H+ | - |
? | |
1.1.1.1 | 5-amino-1-pentanol + NAD+ | 38% conversion | Equus caballus | delta-valerolactam + NADH + H+ | - |
? | |
1.1.1.1 | 6-amino-1-hexanol + NAD+ | 14% conversion | Equus caballus | epsilon-caprolactam + NADH + H+ | - |
? | |
1.1.1.1 | additional information | horse liver alcohol dehydrogenase together with the NADH oxidase from Streptococcus mutans are applied for the oxidative lactamization of various amino alcohols, direct synthesis of lactams (5-, 6-, and 7-membered) starting from amino-alcohols in a bienzymatic cascade. Poor activity with aromatic amino alcohols (2-(2-aminoethyl)phenyl)-methanol and (2-(aminomethyl)phenyl) methanol | Equus caballus | ? | - |
- |
EC Number | Synonyms | Comment | Organism |
---|---|---|---|
1.1.1.1 | ADH | - |
Equus caballus |
1.1.1.1 | hLADH | - |
Equus caballus |
EC Number | Temperature Optimum [°C] | Temperature Optimum Maximum [°C] | Comment | Organism |
---|---|---|---|---|
1.1.1.1 | 25 | - |
assay at | Equus caballus |
EC Number | Turnover Number Minimum [1/s] | Turnover Number Maximum [1/s] | Substrate | Comment | Organism | Structure |
---|---|---|---|---|---|---|
1.1.1.1 | 380 | - |
4-amino-1-butanol | pH 9.0, 25°C, recombinant enzyme | Equus caballus |
EC Number | pH Optimum Minimum | pH Optimum Maximum | Comment | Organism |
---|---|---|---|---|
1.1.1.1 | 9 | - |
- |
Equus caballus |
EC Number | pH Minimum | pH Maximum | Comment | Organism |
---|---|---|---|---|
1.1.1.1 | 7 | 11 | under the analyzed conditions, the activity of HLADH steadily increases with increasing pH up to pH 9.0 and then decreases at more alkaline conditions, but highest oxidative lactimization activity at pH 11.00 in the coupled assay with NADH oxidase | Equus caballus |
EC Number | IC50 Value | IC50 Value Maximum | Comment | Organism | Inhibitor | Structure |
---|---|---|---|---|---|---|
1.1.1.1 | 9.33 | - |
pH 9.0, 25°C, recombinant enzyme | Equus caballus | 5-amino-1-pentanol | |
1.1.1.1 | 11 | - |
pH 9.0, 25°C, recombinant enzyme | Equus caballus | 6-amino-1-hexanol |
EC Number | kcat/KM Value [1/mMs-1] | kcat/KM Value Maximum [1/mMs-1] | Substrate | Comment | Organism | Structure |
---|---|---|---|---|---|---|
1.1.1.1 | 21.35 | - |
4-amino-1-butanol | pH 9.0, 25°C, recombinant enzyme | Equus caballus |