1.1.1.423 (-)-(1R,2S)-ephedrine + NAD+ - Arthrobacter sp. TS-15 (S)-2-methylamino-1-phenylpropan-1-one + NADH + H+ - ? 449073 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+ - ? 449073 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+ - ? 449073 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+ - ? 454745 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+ - ? 449082 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+ - ? 454757 1.1.1.423 1,2-indandione + NAD+ specifc 50.05 U/mg Arthrobacter sp. TS-15 ? + NADH + H+ - ? 454776 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+ - ? 449133 1.1.1.423 1,2-naphthoquinone + NAD+ specifc activity: 13.89 U/mg Arthrobacter sp. TS-15 ? + NADH + H+ - ? 454777 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+ - ? 449135