EC Number |
Substrates |
Products |
Reversibility |
---|
4.1.2.47 | (1S)-1-furan-2-yl-2-nitroethanol |
enantiomeric excess: ~90%, yield: 60-70% |
furan-2-carbaldehyde + CH3NO2 |
- |
r |
4.1.2.47 | (1S)-2-nitro-1-(4-nitrophenyl)ethanol |
enantiomeric excess: ~90%, yield: 60-70% |
4-nitrobenzaldehyde + CH3NO2 |
- |
r |
4.1.2.47 | (1S)-2-nitro-1-phenylethanol |
enantiomeric excess: ~90%, yield: 60-70% |
benzaldehyde + CH3NO2 |
- |
r |
4.1.2.47 | (1S,2R)-2-nitro-1-phenyl-propanol |
4 diastereomers, enantiomeric excess: 95%, yield: 67% |
benzaldehyde + C2H5NO2 |
- |
r |
4.1.2.47 | (2S)-1-nitrooctan-2-ol |
enantiomeric excess: ~90%, yield: 60-70% |
heptanal + CH3NO2 |
- |
r |
4.1.2.47 | (2S)-2,3-dimethyl-2-hydroxybutyronitrile |
binding mode of the chiral substrates is identical to that observed for the biological substrate 2-hydroxy-2-methylpropanenitrile (i.e. acetone cyanohydrin). Three-point binding mode of the substrates: hydrophobic pocket, hydrogen bonds between the hydroxyl group and Ser80 and Thr11, electrostatic interaction of the cyano group with Lys236 |
? |
- |
? |
4.1.2.47 | (2S)-2-hydroxy-2-methylbutanenitrile |
- |
cyanide + butan-2-one |
- |
? |
4.1.2.47 | (2S)-2-hydroxy-2-methylbutanenitrile |
the liberation of HCN serves as a defense mechanism against herbivores and microbial attack in plants |
cyanide + butan-2-one |
- |
? |
4.1.2.47 | (2S)-2-hydroxy-2-methylpentanenitrile |
- |
cyanide + pentan-2-one |
- |
? |
4.1.2.47 | (2S)-hydroxy(3-phenoxyphenyl)ethanenitrile |
- |
cyanide + 3-phenoxybenzaldehyde |
- |
r |