EC Number |
Substrates |
Organism |
Products |
Reversibility |
---|
1.1.1.422 | (+)-(1S,2S)-pseudoephedrine + NAD+ |
- |
Arthrobacter sp. |
(S)-2-methylamino-1-phenylpropan-1-one + NADH + H+ |
- |
? |
1.1.1.422 | (+)-(1S,2S)-pseudoephedrine + NAD+ |
- |
Arthrobacter sp. TS-15 |
(S)-2-(methylamino)-1-phenylpropan-1-one + NADH + H+ |
- |
? |
1.1.1.422 | (+)-(1S,2S)-pseudoephedrine + 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 anti-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. (+)-(1S,2S)-pseudoephedrine i.e. (1S,2S)-2-(methylamino)-1-phenylpropan-1-ol. (S)-2-(methylamino)-1-phenylpropan-1-one i.e. (S)-methcathinone |
Arthrobacter sp. TS-15 |
(S)-2-(methylamino)-1-phenylpropan-1-one + NADH + H+ |
- |
? |
1.1.1.422 | (+)-(1S,2S)-pseudoephedrine + NAD+ |
the enzyme is strictly stereospecific for the diastereomers (S,S)-(+)-pseudoephedrine and (S,R)-(+)-ephedrine |
Arthrobacter sp. TS-15 |
(S)-2-(methylamino)-1-phenylpropan-1-one + NADH + H+ |
- |
? |
1.1.1.422 | (1S,2S)-(+)-pseudoephedrine + NAD+ |
- |
Arthrobacter sp. TS-15 |
(S)-2-(methylamino)-1-phenylpropan-1-one + NADH + H+ |
- |
? |
1.1.1.422 | (4-chlorophenyl)-2-pyridinylmethanone + NAD+ |
specifc activity: 0.2 U/mg. Product: 60% (R) enantiomeric excess |
Arthrobacter sp. TS-15 |
(R)-(4-chlorophenyl)(pyridin-2-yl) methanol + NADH + H+ |
- |
? |
1.1.1.422 | (S,R)-(+)-ephedrine + NAD+ |
the enzyme is strictly stereospecific for the diastereomers (S,S)-(+)-pseudoephedrine and (S,R)-(+)-ephedrine |
Arthrobacter sp. TS-15 |
? + NADH + H+ |
- |
? |
1.1.1.422 | (S,R)-(+)-ephedrine + NAD+ |
- |
Arthrobacter sp. TS-15 |
(R)-2-methylimino-1-phenylpropan-1-ol + NADH + H+ |
- |
? |
1.1.1.422 | (S,S)-(+)-pseudoephedrine + NAD+ |
- |
Arthrobacter sp. TS-15 |
(S)-2-(methylamino)-1-phenylpropan-1-one + NADH + H+ |
- |
? |
1.1.1.422 | 1,2-indandione + NAD+ |
specifc activity: 9.52 U/mg |
Arthrobacter sp. TS-15 |
? + NADH + H+ |
- |
? |