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Literature summary extracted from

  • Inoue, K.; Makino, Y.; Itoh, N.
    Purification and characterization of a novel alcohol dehydrogenase from Leifsonia sp. strain S749: a promising biocatalyst for an asymmetric hydrogen transfer bioreduction (2005), Appl. Environ. Microbiol., 71, 3633-3641.
    View publication on PubMedView publication on EuropePMC

Application

EC Number Application Comment Organism
1.1.1.1 synthesis LSADH catalyzed the enantioselective reduction of some ketones with high enantiomeric excesses: phenyl trifluoromethyl ketone to (S)-1-phenyltrifluoroethanol (>99% e.e.), acetophenone to (R)-1-phenylethanol (99% e.e.), and 2-heptanone to (R)-2-heptanol (>99% e.e.) in the presence of 2-propanol without an additional NADH regeneration system. Therefore, it would be a useful biocatalyst Leifsonia sp.

Inhibitors

EC Number Inhibitors Comment Organism Structure
1.1.1.1 AgNO3 0.1 mM, 66% inhibition Leifsonia sp.
1.1.1.1 FeCl3 1 mM, 34% inhibition Leifsonia sp.
1.1.1.1 HgCl2 0.1 mM, 85% inhibition Leifsonia sp.
1.1.1.1 KCN 1 mM, 41% inhibition Leifsonia sp.
1.1.1.1 PbCl2 1 mM, 63% inhibition Leifsonia sp.

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
1.1.1.1 0.048
-
 NADH 25°C, pH 7.0 Leifsonia sp.
1.1.1.1 0.12
-
 NAD+ 25°C, pH 7.0 Leifsonia sp.
1.1.1.1 13.6
-
 phenyl trifluoromethyl ketone 25°C, pH 7.0 Leifsonia sp.
1.1.1.1 57.5
-
 2-propanol 25°C, pH 7.0 Leifsonia sp.

Molecular Weight [Da]

EC Number Molecular Weight [Da] Molecular Weight Maximum [Da] Comment Organism
1.1.1.1 26000
-
 4 * 26000, SDS-PAGE Leifsonia sp.
1.1.1.1 110000
-
 gel filtration Leifsonia sp.

Organism

EC Number Organism UniProt Comment Textmining
1.1.1.1 Leifsonia sp.
-
-
-
1.1.1.1 Leifsonia sp. S749
-
-
-

Purification (Commentary)

EC Number Purification (Comment) Organism
1.1.1.1
-
 Leifsonia sp.

Specific Activity [micromol/min/mg]

EC Number Specific Activity Minimum [µmol/min/mg] Specific Activity Maximum [µmol/min/mg] Comment Organism
1.1.1.1 10.3
-
-
 Leifsonia sp.

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.1.1.1 (R)-2-butanol + NAD+ 50% of the activity with 2-propanol Leifsonia sp. 2-butanone + NADH + H+
-
 ir
1.1.1.1 (R)-2-butanol + NAD+ 50% of the activity with 2-propanol Leifsonia sp. S749 2-butanone + NADH + H+
-
 ir
1.1.1.1 (R)-2-heptanol + NAD+ 2469% of the activity with 2-propanol Leifsonia sp. 2-heptanone + NADH + H+
-
 r
1.1.1.1 (R)-2-heptanol + NAD+ 2469% of the activity with 2-propanol Leifsonia sp. S749 2-heptanone + NADH + H+
-
 r
1.1.1.1 (R)-2-hexanol + NAD+ 1906% of the activity with 2-propanol Leifsonia sp. 2-hexanone + NADH + H+
-
 r
1.1.1.1 (R)-2-hexanol + NAD+ 1906% of the activity with 2-propanol Leifsonia sp. S749 2-hexanone + NADH + H+
-
 r
1.1.1.1 (R)-2-octanol + NAD+ 2406% of the activity with 2-propanol Leifsonia sp. 2-octanone + NADH + H+
-
 r
1.1.1.1 (R)-2-octanol + NAD+ 2406% of the activity with 2-propanol Leifsonia sp. S749 2-octanone + NADH + H+
-
 r
1.1.1.1 (R)-2-pentanol + NAD+ 75% of the activity with 2-propanol Leifsonia sp. 2-pentanone + NADH + H+
-
 r
1.1.1.1 (S)-2-butanol + NAD+ 275% of the activity with 2-propanol Leifsonia sp. 2-butanone + NADH + H+
-
 ir
1.1.1.1 (S)-2-heptanol + NAD+ 331% of the activity with 2-propanol Leifsonia sp. 2-heptanone + NADH + H+
-
 r
1.1.1.1 (S)-2-hexanol + NAD+ 38% of the activity with 2-propanol Leifsonia sp. 2-hexanone + NADH + H+
-
 r
1.1.1.1 (S)-2-octanol + NAD+ 81% of the activity with 2-propanol Leifsonia sp. 2-octanone + NADH + H+
-
 r
1.1.1.1 (S)-2-pentanol + NAD+ 25% of the activity with 2-propanol Leifsonia sp. 2-pentanone + NADH + H+
-
 r
1.1.1.1 1,1-dichloroacetone + NADH + H+ 1078% of the activity with phenyl trifluoromethyl ketone Leifsonia sp. 1,1-dichloropropan-2-ol + NAD+
-
 ?
1.1.1.1 1-heptanol + NAD+ 56% of the activity with 2-propanol, in the reverse reaction 755% of the activity with phenyl trifluoromethyl ketone Leifsonia sp. heptanal + NADH + H+
-
 r
1.1.1.1 1-hexanol + NAD+ 44% of the activity with 2-propanol, in the reverse reaction 1029% of the activity with phenyl trifluoromethyl ketone Leifsonia sp. hexanal + NADH + H+
-
 r
1.1.1.1 1-octanol + NAD+ 33% of the activity with 2-propanol, in the reverse reaction 435% of the activity with phenyl trifluoromethyl ketone Leifsonia sp. octanal + NADH + H+
-
 r
1.1.1.1 1-phenyl-2-butanone + NADH + H+ 12% of the activity with phenyl trifluoromethyl ketone Leifsonia sp. 1-phenylbutan-2-ol + NAD+
-
 ?
1.1.1.1 1-phenyl-3-butanone + NADH + H+ 353% of the activity with phenyl trifluoromethyl ketone Leifsonia sp. 1-phenylbutan-3-ol + NAD+
-
 ?
1.1.1.1 2,3'-dichloroacetophenone + NADH + H+ 67% of the activity with phenyl trifluoromethyl ketone Leifsonia sp. 2-chloro-1-(3-chlorophenyl)ethanol + NAD+
-
 ?
1.1.1.1 2-heptanone + NADH + H+ 229% of the activity with phenyl trifluoromethyl ketone Leifsonia sp. (R)-2-heptanol + NAD+ 99% enantiomeric excess ?
1.1.1.1 2-propanol + NAD+
-
 Leifsonia sp. acetone + NADH + H+
-
 ir
1.1.1.1 3',4'-dimethoxyphenylacetone + NADH + H+ 24% of the activity with phenyl trifluoromethyl ketone Leifsonia sp. 1-(3,4-dimethoxyphenyl)propan-2-ol + NAD+
-
 ?
1.1.1.1 3'-bromoacetophenone + NADH + H+ 151% of the activity with phenyl trifluoromethyl ketone Leifsonia sp. 1-(3-bromophenyl)ethanol + NAD+
-
 ?
1.1.1.1 3'-chloroacetophenone + NADH + H+ 70% of the activity with phenyl trifluoromethyl ketone Leifsonia sp. 1-(3-chlorophenyl)ethanol + NAD+
-
 ?
1.1.1.1 3'-methoxyacetophenone + NADH + H+ 51% of the activity with phenyl trifluoromethyl ketone Leifsonia sp. 1-(3-methoxyphenyl)ethanol + NAD+
-
 ?
1.1.1.1 3-chloro-2-butanone + NADH + H+ 151% of the activity with phenyl trifluoromethyl ketone Leifsonia sp. 3-chlorobutan-2-ol + NAD+
-
 ?
1.1.1.1 3-heptanol + NAD+ 93% of the activity with 2-propanol Leifsonia sp. 3-heptanone + NADH + H+
-
 r
1.1.1.1 3-phenylpropionaldehyde + NADH 1218% of the activity with phenyl trifluoromethyl ketone Leifsonia sp. 3-phenylpropan-1-ol + NAD+
-
 ?
1.1.1.1 4'-bromoacetophenone + NADH + H+ 77% of the activity with phenyl trifluoromethyl ketone Leifsonia sp. 1-(4-bromophenyl)ethanol + NAD+
-
 ?
1.1.1.1 4'-chloroacetophenone + NADH + H+ 60% of the activity with phenyl trifluoromethyl ketone Leifsonia sp. 1-(4-chlorophenyl)ethanol + NAD+
-
 ?
1.1.1.1 4-hydroxy-2-butanone + NADH + H+ 26% of the activity with phenyl trifluoromethyl ketone Leifsonia sp. 2,4-dihydroxybutane + NAD+
-
 ?
1.1.1.1 acetophenone + NADH + H+ 6% of the activity with phenyl trifluoromethyl ketone, in the reverse reaction 87% of the activity with 2-propanol Leifsonia sp. (R)-1-phenylethanol + NAD+ 99% enantiomeric excess ?
1.1.1.1 butanal + NADH % of the activity with phenyl trifluoromethyl ketone Leifsonia sp. 1-butanol + NAD+ + H+
-
 ir
1.1.1.1 chloroacetone + NADH + H+ 238% of the activity with phenyl trifluoromethyl ketone Leifsonia sp. 1-chloropropan-2-ol + NAD+
-
 ?
1.1.1.1 ethyl 3-methyl-2-oxobutyrate + NADH + H+ 33% of the activity with phenyl trifluoromethyl ketone Leifsonia sp. ethyl-2-hydroxy-3-methylbutyrate + NAD+
-
 ?
1.1.1.1 ethyl 3-oxobutanoate + NADH + H+ 309% of the activity with phenyl trifluoromethyl ketone Leifsonia sp. ethyl 3-hydroxybutanoate + NAD+
-
 ?
1.1.1.1 ethyl 4-bromo-3-oxobutanoate + NADH + H+ 511% of the activity with phenyl trifluoromethyl ketone Leifsonia sp. ethyl 4-bromo-3-hydroxybutanoate
-
 ?
1.1.1.1 ethyl 4-chloro-3-oxobutanoate + NADH + H+ 809% of the activity with phenyl trifluoromethyl ketone Leifsonia sp. ethyl 4-chloro-3-hydroxybutanoate + NAD+
-
 ?
1.1.1.1 ethyl pyruvate + NADH + H+ 488% of the activity with phenyl trifluoromethyl ketone Leifsonia sp. ethyl 2-hydroxypropanoate + NAD+
-
 ?
1.1.1.1 methyl 3-oxobutanoate + NADH + H+ 130% of the activity with phenyl trifluoromethyl ketone Leifsonia sp. methyl 3-hydroxybutanoate + NAD+
-
 ?
1.1.1.1 methyl 4-bromo-3-oxobutanoate + NADH + H+ 164% of the activity with phenyl trifluoromethyl ketone Leifsonia sp. methyl 4-bromo-3-hydroxybutanoate + NAD+
-
 ?
1.1.1.1 additional information the enzyme does not act on short-chain normal alkyl alcohols, including methanol and ethanol Leifsonia sp. ?
-
 ?
1.1.1.1 additional information the enzyme does not act on short-chain normal alkyl alcohols, including methanol and ethanol Leifsonia sp. S749 ?
-
 ?
1.1.1.1 pentanal + NADH 132% of the activity with phenyl trifluoromethyl ketone, in the reverse reaction 5% of the activity with 2-propanol Leifsonia sp. 1-pentanol + NAD+ + H+
-
 ?
1.1.1.1 phenyl trifluoromethyl ketone + NADH + H+
-
 Leifsonia sp. (S)-1-phenyltrifluoroethanol + NAD+ more than 99% enantiomeric excess ?
1.1.1.1 tert-butyl 3-oxobutanoate + NADH + H+ 568% of the activity with phenyl trifluoromethyl ketone Leifsonia sp. tert butyl 3-hydroxybutanoate + NAD+
-
 ?
1.1.1.1 trans-cinnamaldehyde + NADH + H+ % of the activity with phenyl trifluoromethyl ketone Leifsonia sp. cinnamyl alcohol + NAD+
-
 ?

Subunits

EC Number Subunits Comment Organism
1.1.1.1 tetramer 4 * 26000, SDS-PAGE Leifsonia sp.

Synonyms

EC Number Synonyms Comment Organism
1.1.1.1 LSADH
-
 Leifsonia sp.

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
1.1.1.1 50
-
-
 Leifsonia sp.

Temperature Range [°C]

EC Number Temperature Minimum [°C] Temperature Maximum [°C] Comment Organism
1.1.1.1 20 70 20°C: 23% of maximal activity, 70°C: 40% of maximal activity Leifsonia sp.

Temperature Stability [°C]

EC Number Temperature Stability Minimum [°C] Temperature Stability Maximum [°C] Comment Organism
1.1.1.1 30
-
 1 h in 20 mM Tris-HCl buffer, pH 7.0, stable below Leifsonia sp.
1.1.1.1 40
-
 1 h in 20 mM Tris-HCl buffer, pH 7.0, retains 80% of its activity Leifsonia sp.
1.1.1.1 50
-
 1 h in 20 mM Tris-HCl buffer, pH 7.0, retains 70% of its activity Leifsonia sp.
1.1.1.1 60
-
 1 h in 20 mM Tris-HCl buffer, pH 7.0, retains 24% of its activity Leifsonia sp.
1.1.1.1 70
-
 1 h in 20 mM Tris-HCl buffer, pH 7.0, complete loss of activity Leifsonia sp.

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
1.1.1.1 6
-
 reductive reaction Leifsonia sp.
1.1.1.1 9.5
-
 oxidative reaction Leifsonia sp.

pH Stability

EC Number pH Stability pH Stability Maximum Comment Organism
1.1.1.1 5 9.5 25°C, 1 h, stable Leifsonia sp.

Cofactor

EC Number Cofactor Comment Organism Structure
1.1.1.1 NAD+
-
 Leifsonia sp.
1.1.1.1 NADH
-
 Leifsonia sp.
1.1.1.1 NADPH weak activity Leifsonia sp.