Information on EC 1.1.1.265 - 3-methylbutanal reductase

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The enzyme appears in viruses and cellular organisms

EC NUMBER
COMMENTARY hide
1.1.1.265
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RECOMMENDED NAME
GeneOntology No.
3-methylbutanal reductase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
3-methylbutanol + NAD(P)+ = 3-methylbutanal + NAD(P)H + H+
show the reaction diagram
The enzyme purified from Saccharomyces cerevisiae catalyses the reduction of a number of straight-chain and branched aldehydes, as well as some aromatic aldehydes
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
oxidation
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redox reaction
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reduction
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SYSTEMATIC NAME
IUBMB Comments
3-methylbutanol:NAD(P)+ oxidoreductase
The enzyme purified from Saccharomyces cerevisiae catalyses the reduction of a number of straight-chain and branched aldehydes, as well as some aromatic aldehydes.
CAS REGISTRY NUMBER
COMMENTARY hide
214265-44-8
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ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
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Manually annotated by BRENDA team
Saccharomyces ludwigii
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Manually annotated by BRENDA team
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
2,3-pentanedione + NAD(P)H
? + NAD(P)+
show the reaction diagram
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very low activity
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?
2-methylbutanal + NAD(P)H
2-methylbutanol + NAD(P)+
show the reaction diagram
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r
3-methylbutanal + NAD(P)H
3-methylbutanol + NAD(P)+
show the reaction diagram
3-methylthiopropionaldehyde + NADPH + H+
3-methylthiopropanol + NADP+
show the reaction diagram
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specific substrate for Sacchaormyces cerevisiae, main contribution to the strong worty flavor of alcohol-free beer
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?
3-pyridine carboxaldehyde + NAD(P)H
3-pyridinemethanol + NAD(P)+
show the reaction diagram
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highest activity
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?
acetaldehyde + NADPH + H+
ethanol + NADP+
show the reaction diagram
benzaldehyde + NAD(P)H
benzyl alcohol + NAD(P)+
show the reaction diagram
butanal + NAD(P)H + H+
butanol + NAD(P)+
show the reaction diagram
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r
diacetyl + NAD(P)H
? + NAD(P)+
show the reaction diagram
furaldehyde + NAD(P)H
furfuryl alcohol + NAD(P)+
show the reaction diagram
gluconate + NAD(P)H
D-glucose + NAD(P)+
show the reaction diagram
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very low activity in both reduction and oxidation
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r
glyceraldehyde + NAD(P)H
glycerol + NAD(P)+
show the reaction diagram
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?
heptanal + NADPH
heptanol + NADP+
show the reaction diagram
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preference for long and branched-chain substrates with up to seven carbon atoms
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r
heptanal + NADPH + H+
heptan-1-ol + NADP+
show the reaction diagram
hexanal + NADPH + H+
hexanol + NADP+
show the reaction diagram
isovaleraldehyde + NADPH + H+
isoamyl alcohol + NADP+
show the reaction diagram
methyl glyoxal + NAD(P)H
? + NAD(P)+
show the reaction diagram
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low activity
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methyl glyoxal + NADPH + H+
? + NADP+
show the reaction diagram
octanal + NAD(P)H + H+
octanol + NAD(P)+
show the reaction diagram
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?
octanal + NADPH + H+
octan-1-ol+ NADP+
show the reaction diagram
p-anisaldehyde + NAD(P)H
p-anisalcohol + NAD(P)+
show the reaction diagram
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20-50% of the activity with 3-methylbutanal for aromatic aldehydes
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?
p-anisaldehyde + NADPH + H+
p-anisalcohol + NADP+
show the reaction diagram
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ir
pentanal + NADPH
pentanol + NADP+
show the reaction diagram
pentanal + NADPH + H+
pentan-1-ol + NADP+
show the reaction diagram
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ir
propanal + NAD(P)H + H+
propanol + NAD(P)+
show the reaction diagram
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r
trans-2-hexenol + NADP+
trans-2-hexenal + NADPH
show the reaction diagram
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?
valeraldehyde + NADPH + H+
isoamyl alcohol + NADP+
show the reaction diagram
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ir
additional information
?
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NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
3-methylbutanal + NAD(P)H
3-methylbutanol + NAD(P)+
show the reaction diagram
acetaldehyde + NADPH + H+
ethanol + NADP+
show the reaction diagram
gluconate + NAD(P)H
D-glucose + NAD(P)+
show the reaction diagram
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very low activity in both reduction and oxidation
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r
glyceraldehyde + NAD(P)H
glycerol + NAD(P)+
show the reaction diagram
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?
isovaleraldehyde + NADPH + H+
isoamyl alcohol + NADP+
show the reaction diagram
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important role in the suppression of filamentation in response to isoamyl alcohol/isovaleraldehyde
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r
COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
NADPH
additional information
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INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
2-mercaptoethanol
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6% inhibition at 10 mM
2-methylbutanal
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presence of NADPH, Ki: 2.74 mM, presence of NADH, Ki: 4.61 mM
3-Methylbutanal
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presence of NADPH, Ki: 7.14 mM, presence of NADH, Ki: 253 mM
Butanal
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presence of NADPH, Ki: 16.6 mM
Ca2+
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9% inhibition at 0.1 mM
dithiothreitol
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35% inhibition at 5 mM
glutathione
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24% inhibition at 5 mM
Heptanal
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presence of NADPH, Ki: 0.88 mM, presence of NADH, Ki: 1.17 mM
Hexanal
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presence of NADPH, Ki: 0.79 mM, presence of NADH, Ki: 2.8 mM
Mg2+
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6% inhibition at 0.1 mM
NADP+
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complete inhibition at a 6.7fold excess of NADP+ in a reduction assay with 0.15 mM NADH
pentanal
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presence of NADPH, Ki: 3.9 mM, presence of NADH, Ki: 13.9 mM
propanal
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presence of NADPH, Ki: 46.6 mM
quercetin
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78% inhibition at 0.1 mM
sodium valporate
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5% inhibition at 1 mM
Zn2+
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28% inhibition at 0.1 mM
ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
KCl
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5-6fold increasing activity for NADPH-dependent activity at 0.2 M
NaCl
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5-6fold increasing activity for NADPH-dependent activity at 0.2 M
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
1.85 - 17.7
2-methylbutanal
0.21 - 1.89
3-Methylbutanal
158
acetaldehyde
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presence of NADPH
2.76 - 23.1
Butanal
0.27 - 4.25
Heptanal
0.18 - 0.83
Hexanal
1.22
Hexanol
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presence of NADP+
0.43 - 1.6
methyl glyoxal
0.02 - 0.034
NADPH
0.16 - 3.01
pentanal
27 - 38.9
propanal
1.69
trans-2-hexenol
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presence of NADP+
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
92.3 - 113
2-methylbutanal
74.9 - 91.8
3-Methylbutanal
5.6
acetaldehyde
Saccharomyces cerevisiae
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in the presence of NADPH
47.3 - 57
Butanal
72.9 - 101
Heptanal
50.1 - 71.1
Hexanal
2.55
Hexanol
Saccharomyces cerevisiae
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in the presence of NADP+
2.5 - 4
methyl glyoxal
2.67 - 3.67
NADPH
56.6 - 81.6
pentanal
55 - 84
propanal
14
trans-2-hexenol
Saccharomyces cerevisiae
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in the presence of NADP+
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
0.96
substrate methylglyoxal, pH 6.0, 25C
1.1
substrate p-anisaldehyde, pH 6.0, 25C
2.1
substrate octanal, pH 6.0, 25C; substrate valeraldehyde, pH 6.0, 25C
3
substrate heptanal, pH 6.0, 25C
3.2
substrate methyl glyoxal, pH 6.0, 25C
3.3
substrate isovaleraldehyde, pH 6.0, 25C
4.2
substrate isovaleraldehyde, pH 6.0, 25C
4.5
substrate p-anisaldehyde, pH 6.0, 25C
5.3
substrate octanal, pH 6.0, 25C
5.9
substrate valeraldehyde, pH 6.0, 25C
6.9
substrate heptanal, pH 6.0, 25C
61.6
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in the presence of NADPH
93.9
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in the presence of NADH
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
6 - 7
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NADH-dependent activity, highest activity at low ionic strength
8.5
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NADPH-dependent activity, highest activity at high ionic strength
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
37000
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gel filtration
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
monomer
TEMPERATURE STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
40
below 40C, 30 min, 80% residual activity; below 40C, 30 min, 80% residual activity
50
30 min, 26% residual activity; 30 min, complete loss of activity
Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
to homogeneity, chromatography techniques
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Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
expression in Escherichia coli; expression in Escherichia coli
ENGINEERING
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
additional information
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creation of a knockout mutant that forms large, invasive filaments
APPLICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
nutrition
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essential in removal of the worthy off-flavours in beer during fermentation