Any feedback?
Please rate this page
(literature.php)
(0/150)

BRENDA support

Literature summary for 1.1.1.1 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

Application Comment Organism
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

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

KM Value [mM]

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

Molecular Weight [Da]

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

Organism

Organism UniProt Comment Textmining
Leifsonia sp.
-
-
-
Leifsonia sp. S749
-
-
-

Purification (Commentary)

Purification (Comment) Organism
-
Leifsonia sp.

Specific Activity [micromol/min/mg]

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

Substrates and Products (Substrate)

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

Subunits

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

Synonyms

Synonyms Comment Organism
LSADH
-
Leifsonia sp.

Temperature Optimum [°C]

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

Temperature Range [°C]

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

Temperature Stability [°C]

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

pH Optimum

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

pH Stability

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

Cofactor

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