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Literature summary for 1.1.1.B4 extracted from

  • Bradshaw, C.W.; Fu, H.; Shen, G.-J.; Wong, C.-H
    A Pseudomonas sp. alcohol dehydrogenase with broad substrate specificity and unusual stereospecificity for organic synthesis (1992), J. Org. Chem., 57, 1526-1532.
No PubMed abstract available
Search for more literature for 1.1.1.B4

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.075
-
 2-propanol
-
 Pseudomonas sp.
0.525
-
 NAD+
-
 Pseudomonas sp.

Organism

Organism UniProt Comment Textmining
Pseudomonas sp.
-
 growth on 1-phenyl-1,2-ethanediol as sole carbon source
-
Pseudomonas sp. PED
-
 growth on 1-phenyl-1,2-ethanediol as sole carbon source
-

Reaction

Reaction Comment Organism Reaction ID
(R)-R-CHOH-R' + NAD+ = R-CO-R' + NADH + H+ kinetic mechanism is ordered bi-bi with the cofactor binding first and releasing last. The enzyme transfers the pro-R hydride of NADH to the si face of carbonyl compounds to yield (R)-alcohols Pseudomonas sp.
a

Specific Activity [micromol/min/mg]

Specific Activity Minimum [µmol/min/mg] Specific Activity Maximum [µmol/min/mg] Comment Organism
36
-
 pH 8.5, 30°C, substrate 2-propanol Pseudomonas sp.

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1-(2-phenylcyclopropyl)ethanone + NADH
-
 Pseudomonas sp. (1R)-1-(2-phenylcyclopropyl)ethanol + NAD+ 18% of the activity with 1-phenylpropane-1,2-dione r
1-(2-phenylcyclopropyl)ethanone + NADH
-
 Pseudomonas sp. PED (1R)-1-(2-phenylcyclopropyl)ethanol + NAD+ 18% of the activity with 1-phenylpropane-1,2-dione r
1-chloropentane-2,4-dione + NADH
-
 Pseudomonas sp. (4R)-5-chloro-4-hydroxypentan-2-one + NAD+ 76% yield, 98% enantiomeric excess ?
1-chloropentane-2,4-dione + NADH
-
 Pseudomonas sp. PED (4R)-5-chloro-4-hydroxypentan-2-one + NAD+ 76% yield, 98% enantiomeric excess ?
1-phenoxypropan-2-one + NADH
-
 Pseudomonas sp. (2R)-1-phenoxypropan-2-ol + NAD+ 21% of the activity with 1-phenylpropane-1,2-dione r
1-phenoxypropan-2-one + NADH
-
 Pseudomonas sp. PED (2R)-1-phenoxypropan-2-ol + NAD+ 21% of the activity with 1-phenylpropane-1,2-dione r
1-phenylethanone + NADH
-
 Pseudomonas sp. (1R)-1-phenylethanol + NAD+ 34% yield, 94% enantiomeric excess ?
1-phenylethanone + NADH
-
 Pseudomonas sp. PED (1R)-1-phenylethanol + NAD+ 34% yield, 94% enantiomeric excess ?
1-phenylpropane-1,2-dione + NADH
-
 Pseudomonas sp. (1S)-1-hydroxy-1-phenylpropan-2-one + NAD+ 83% yield, 86% enantiomeric excess ?
1-phenylpropane-1,2-dione + NADH
-
 Pseudomonas sp. PED (1S)-1-hydroxy-1-phenylpropan-2-one + NAD+ 83% yield, 86% enantiomeric excess ?
1-phenylpropane-1,2-dione + NADH
-
 Pseudomonas sp. ? + NAD+
-
 r
2,2,2-trifluoro-1-phenylethanone + NADH + H+
-
 Pseudomonas sp. (1R)-2,2,2-trifluoro-1-phenylethanol + NAD+ 21% of the activity with 1-phenylpropane-1,2-dione r
2,2,2-trifluoro-1-phenylethanone + NADH + H+
-
 Pseudomonas sp. (1S)-2,2,2-trifluoro-1-phenylethanol + NAD+ 37% yield, 92% enantiomeric excess ?
2-butanone + NADH
-
 Pseudomonas sp. (S)-2-hydroxybutane + NAD+
-
 r
2-pentanone + NADH + H+ 6% of the activity with 2-butanone Pseudomonas sp. (S)-2-hydroxypentane + NAD+
-
 r
2-propanol + NAD+ + H+
-
 Pseudomonas sp. acetone + NADH
-
 r
3-(dimethylamino)-1-phenylpropan-1-one + NADH
-
 Pseudomonas sp. (1S)-3-dimethylamino-1-phenylpropan-1-ol + NAD+ 24% of the activity with 1-phenylpropane-1,2-dione r
3-chloro-pentane-2,4-dione + NADH 336% of the activity with 2-butanone Pseudomonas sp. (4R)-3-chloro-4-hydroxypentan-2-one + NAD+
-
 r
4-phenylbutan-2-one + NADH
-
 Pseudomonas sp. (2R)-4-phenylbutan-2-ol + NAD+ 18% of the activity with 1-phenylpropane-1,2-dione r
5-chloropentan-2-one + NADH
-
 Pseudomonas sp. (2S)-5-chloropentan-2-ol + NAD+ 48% yield, 93% enantiomeric excess ?
6-methylhept-5-en-2-one + NADH
-
 Pseudomonas sp. (2S)-6-methylhept-5-en-2-ol + NAD+ 51% yield, 97% enantiomeric excess ?
methyl 3-oxobutanoate + NADH 135% of the activity with 2-butanone Pseudomonas sp. methyl (3S)-3-hydroxybutanoate + NAD+
-
 r
methyl oxo(phenyl)acetate + NADH
-
 Pseudomonas sp. methyl (2S)-hydroxy(phenyl)ethanoate + NAD+ 79% yield, 98% enantiomeric excess ?
pentane-2,4-dione + NADH 32% of the activity with 2-butanone Pseudomonas sp. (4R)-4-hydroxypentan-2-one + NAD+
-
 r

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
7.1
-
 reduction Pseudomonas sp.
8.5
-
 oxidation Pseudomonas sp.