EC Number |
Substrates |
Organism |
Products |
Reversibility |
---|
1.1.1.423 | (-)-(1R,2S)-ephedrine + NAD+ |
- |
Arthrobacter sp. TS-15 |
(S)-2-methylamino-1-phenylpropan-1-one + NADH + H+ |
- |
? |
1.1.1.423 | (-)-(1R,2S)-ephedrine + NAD+ |
the enzyme acts on a broad range of different aryl-alkyl ketones, such as haloketones, ketoamines, diketones, and ketoesters. It accepts various types of aryl groups including phenyl-, pyridyl-, thienyl-, and furyl-rings, but the presence of an aromatic ring is essential for the activity. In addition, the presence of a functional group on the alkyl chain, such as an amine, a halogen, or a ketone, is also crucial. The enzyme exhibits a strict Prelog enantioselectivity. When acting on diketones, it catalyses the reduction of only the keto group closest to the ring, with no further reduction to the diol. (-)-(1R,2S)-ephedrine i.e. (1R,2S)-1-phenyl-1-hydroxy-2-methylaminopropane. (S)-2-methylamino-1-phenylpropan-1-one i.e. (S)-methcathinone |
Arthrobacter sp. TS-15 |
(S)-2-methylamino-1-phenylpropan-1-one + NADH + H+ |
- |
? |
1.1.1.423 | (-)-(1R,2S)-ephedrine + NAD+ |
the enzyme exhibits a strict enantioselectivity for the oxidation of (-)-(1R,2S)-ephedrine and (R,R)-(-)-pseudoephedrine |
Arthrobacter sp. TS-15 |
(S)-2-methylamino-1-phenylpropan-1-one + NADH + H+ |
- |
? |
1.1.1.423 | (4-chlorophenyl)-2-pyridinylmethanone + NAD+ |
specifc activity: 1.74 U/mg. Product: 70% (S) enantiomeric excess |
Arthrobacter sp. TS-15 |
(S)-(4-chlorophenyl)(pyridin-2-yl)methanol + NADH + H+ |
- |
? |
1.1.1.423 | (4-chlorophenyl)-2-pyridinylmethanone + NADH + H+ |
2.7% of the activity as compared to 1-phenyl-1,2-propanedione. The (R)-enantiomer is formed with 70% enantiomeric excess |
Arthrobacter sp. TS-15 |
(R)-(4-chlorophenyl)(pyridin-2-yl)methanol + NAD+ |
- |
? |
1.1.1.423 | (R,R)-(-)-pseudoephedrine + NAD+ |
the enzyme exhibits a strict enantioselectivity for the oxidation of (-)-(1R,2S)-ephedrine and (R,R)-(-)-pseudoephedrine |
Arthrobacter sp. TS-15 |
? + NADH + H+ |
- |
? |
1.1.1.423 | 1,2-indandione + NAD+ |
specifc 50.05 U/mg |
Arthrobacter sp. TS-15 |
? + NADH + H+ |
- |
? |
1.1.1.423 | 1,2-indanedione + NADH + H+ |
78.1% of the activity as compared to 1-phenyl-1,2-propanedione |
Arthrobacter sp. TS-15 |
1-hydroxy-1,3-dihydro-2H-inden-2-one + NAD+ |
- |
? |
1.1.1.423 | 1,2-naphthoquinone + NAD+ |
specifc activity: 13.89 U/mg |
Arthrobacter sp. TS-15 |
? + NADH + H+ |
- |
? |
1.1.1.423 | 1,2-naphthoquinone + NADH + H+ |
21.7% of the activity as compared to 1-phenyl-1,2-propanedione |
Arthrobacter sp. TS-15 |
1-hydroxynaphthalen-2(1H)-one + NAD+ |
- |
? |