Information on EC 1.1.1.73 - octanol dehydrogenase

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The enzyme appears in viruses and cellular organisms

EC NUMBER
COMMENTARY hide
1.1.1.73
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RECOMMENDED NAME
GeneOntology No.
octanol dehydrogenase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
octan-1-ol + NAD+ = octanal + NADH + H+
show the reaction diagram
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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
octanol:NAD+ oxidoreductase
Acts, less rapidly, on other long-chain alcohols.
CAS REGISTRY NUMBER
COMMENTARY hide
9031-31-6
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ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
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Manually annotated by BRENDA team
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Manually annotated by BRENDA team
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UniProt
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
(1R)-1-phenylethan-1-ol + NAD+
phenylacetaldehyde + NADH + H+
show the reaction diagram
255% activity compared to (R)-octan-2-ol
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?
(1S)-1-phenylethan-1-ol + NAD+
phenylacetaldehyde + NADH + H+
show the reaction diagram
1.8% activity compared to (R)-octan-2-ol
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?
(2R)-butan-2-ol + NAD+
butan-2-one + NADH + H+
show the reaction diagram
49.3% activity compared to (R)-octan-2-ol
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?
(2R)-hexan-2-ol + NAD+
hexan-2-one + NADH + H+
show the reaction diagram
54.1% activity compared to (R)-octan-2-ol
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?
(2S)-butan-2-ol + NAD+
butan-2-one + NADH + H+
show the reaction diagram
7.3% activity compared to (R)-octan-2-ol
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?
(R)-octan-2-ol + NAD+
octan-2-one + NADH + H+
show the reaction diagram
100% activity
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?
(RS)-octan-2-ol + NAD+
octan-2-one + NADH + H+
show the reaction diagram
77.8% activity compared to (R)-octan-2-ol
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?
(S)-octan-2-ol + NAD+
octan-2-one + NADH + H+
show the reaction diagram
4.7% activity compared to (R)-octan-2-ol
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?
1-octanol + NAD+
n-octanal + NADH
show the reaction diagram
1-phenoxypropan-2-ol + NAD+
1-phenoxypropan-2-one + NADH + H+ +
show the reaction diagram
15.5% activity compared to (R)-octan-2-ol
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?
1-phenoxypropan-2-one + NADH + H+
1-phenoxypropan-2-ol + NAD+
show the reaction diagram
54.2% activity compared to ethyl 4-chloroacetoacetate
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?
1-phenylethan-1-one + NADH + H+
1-phenylethan-1-ol + NAD+
show the reaction diagram
45.3% activity compared to ethyl 4-chloroacetoacetate
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?
2-bromo-1-cyclopropylethan-1-one + NADH + H+
2-bromo-1-cyclopropylethan-1-ol + NAD+
show the reaction diagram
54.3% activity compared to ethyl 4-chloroacetoacetate
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?
2-chloro-1-(3-chlorophenyl)ethan-1-one + NADH + H+
2-chloro-1-(3-chlorophenyl)ethan-1-ol + NAD+
show the reaction diagram
64.7% activity compared to ethyl 4-chloroacetoacetate
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?
2-chloro-1-(4-fluorophenyl)ethan-1-one + NADH + H+
2-chloro-1-(4-fluorophenyl)ethan-1-ol + NAD+
show the reaction diagram
89.2% activity compared to ethyl 4-chloroacetoacetate
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?
2-chloro-1-(pyridin-3-yl)ethan-1-one + NADH + H+
2-chloro-1-(pyridin-3-yl)ethan-1-ol + NAD+
show the reaction diagram
9.4% activity compared to ethyl 4-chloroacetoacetate
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?
2-chloro-1-phenylethan-1-one + NADH + H+
2-chloro-1-phenylethan-1-ol + NAD+
show the reaction diagram
52.6% activity compared to ethyl 4-chloroacetoacetate
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?
3-acetyloxolan-2-one + NADH + H+
3-acetyloxolan-2-ol + NAD+
show the reaction diagram
12.7% activity compared to ethyl 4-chloroacetoacetate
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?
5-chloropentan-2-one + NADH + H+
5-chloropentan-2-ol + NAD+
show the reaction diagram
108% activity compared to ethyl 4-chloroacetoacetate
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?
benzylalcohol + NAD+
benzaldehyde + NADH
show the reaction diagram
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?
butan-2-one + NADH + H+
butan-2-ol + NAD+
show the reaction diagram
8.0% activity compared to ethyl 4-chloroacetoacetate
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?
ethanol + NAD+
acetaldehyde + NADH + H+
show the reaction diagram
0.7% activity compared to (R)-octan-2-ol
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?
ethanol + NAD+
ethanal + NADH
show the reaction diagram
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?
ethyl (3R)-3-hydroxybutanoate + NAD+
ethyl 3-oxobutanoate + NADH + H+
show the reaction diagram
41.1% activity compared to (R)-octan-2-ol
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?
ethyl (3S)-3-hydroxybutanoate + NAD+
ethyl 3-oxobutanoate + NADH + H+
show the reaction diagram
1.0% activity compared to (R)-octan-2-ol
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?
ethyl (3S)-4-chloro-3-hydroxybutanoate + NAD+
ethyl 4-chloro-3-oxobutanoate + NADH + H+
show the reaction diagram
2.2% activity compared to (R)-octan-2-ol
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?
ethyl 2-chloro-3-oxobutanoate + NADH + H+
ethyl 2-chloro-3-oxobutanoate + NAD+
show the reaction diagram
571% activity compared to ethyl 4-chloroacetoacetate
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?
ethyl 3-oxobutanoate + NADH + H+
ethyl 3-hydroxybutanoate + NAD+
show the reaction diagram
105.8% activity compared to ethyl 4-chloroacetoacetate
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?
ethyl 4-chloroacetoacetate + NADH + H+
?
show the reaction diagram
100% activity
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?
farnesol + NAD+
3,7,11-trimethyl-2,6,10-dodecatrien-1-al + NADH
show the reaction diagram
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?
n-butanol + NAD+
n-butanal + NADH
show the reaction diagram
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?
n-heptanol + NAD+
n-heptanal + NADH
show the reaction diagram
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?
n-hexanol + NAD+
n-hexanal + NADH
show the reaction diagram
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?
n-pentanol + NAD+
n-pentanal + NADH
show the reaction diagram
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?
n-propanol + NAD+
n-propanal + NADH
show the reaction diagram
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?
octan-1-ol + NAD+
octanal + NADH + H+
show the reaction diagram
1.7% activity compared to (R)-octan-2-ol
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?
octan-2-one + NADH + H+
octan-2-ol + NAD+
show the reaction diagram
31.2% activity compared to ethyl 4-chloroacetoacetate
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?
propan-2-ol + NAD+
propan-2-one + NADH + H+
show the reaction diagram
6.8% activity compared to (R)-octan-2-ol
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?
propan-2-one + NADH + H+
propan-2-ol + NAD+
show the reaction diagram
1.8% activity compared to ethyl 4-chloroacetoacetate
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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
1-octanol + NAD+
n-octanal + NADH
show the reaction diagram
COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Ca2+
174% activity at 1 mM
Cu2+
100% activity at 1 mM
Mg2+
162% activity at 1 mM
Mn2+
185% activity at 1 mM
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
1,10-phenanthroline
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EDTA
80.6% residual activity at 1 mM
Fe2+
93.2% residual activity at 1 mM
Hg+
61.9% residual activity at 1 mM
additional information
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ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
dithiothreitol
123% activity at 1 mM
N-ethylmaleimide
147% activity at 1 mM
o-phenanthroline
123% activity at 1 mM
p-chloromercuribenzoate
118% activity at 0.05 mM
phenylmethylsulfonyl fluoride
111% activity at 1 mM
ZnSO4
152% activity at 1 mM
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.4
1-Octanol
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SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
0.0224
crude extract, at pH 8.5 and 30°C
91.1
after 4070fold purification, at pH 8.5 and 30°C
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
6
reduction reaction
10.5
oxidation reaction
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
50
oxidation reaction
50 - 55
reduction reaction
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
83000
gel filtration
101500
109000
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gel filtration
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
homotrimer
2 * 30000, SDS-PAGE
TEMPERATURE STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
40
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15 min, 60% loss of activity
60
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15 min, 80% loss of activity
GENERAL STABILITY
ORGANISM
UNIPROT
LITERATURE
complete inactivation after 24 h storage at 0°C
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Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
ammonium sulfate precipitation, phenyl-Toyopearl column chromatography, HiTrap Blue column chromatography, DEAE-Sepharose column chromatography, and Superdex 200 gel filtration
partially
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Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
expressed in Escherichia coli JM109 cells