Information on EC 1.1.99.20 - alkan-1-ol dehydrogenase (acceptor)

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The enzyme appears in viruses and cellular organisms

EC NUMBER
COMMENTARY hide
1.1.99.20
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RECOMMENDED NAME
GeneOntology No.
alkan-1-ol dehydrogenase (acceptor)
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
primary alcohol + acceptor = aldehyde + reduced acceptor
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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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
Fatty acid degradation
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SYSTEMATIC NAME
IUBMB Comments
alkan-1-ol:acceptor oxidoreductase
A quinoprotein. Acts on C3-C16 linear-chain saturated primary alcohols, C4-C7 aldehydes and on non-ionic surfactants containing polyethylene glycol residues, such as Tween 40 and 60, but not on methanol and only very slowly on ethanol. 2,6-Dichloroindophenol can act as acceptor. cf. EC 1.1.99.8 alcohol dehydrogenase (acceptor).
CAS REGISTRY NUMBER
COMMENTARY hide
75496-55-8
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ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
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Q2HXX0
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
1-decanol + acceptor
n-decanal + reduced acceptor
show the reaction diagram
1-dodecanol + acceptor
n-dodecanal + reduced acceptor
show the reaction diagram
1-heptanol + acceptor
n-heptanal + reduced acceptor
show the reaction diagram
1-hexadecanol + acceptor
n-hexadecanal + reduced acceptor
show the reaction diagram
1-hexanol + acceptor
n-hexanal + reduced acceptor
show the reaction diagram
1-nonanol + acceptor
n-nonanal + reduced acceptor
show the reaction diagram
1-octanol + acceptor
n-octanal + reduced acceptor
show the reaction diagram
1-tetradecanol + acceptor
n-tetradecanal + reduced acceptor
show the reaction diagram
2-carboxybenzaldehyde + acceptor
2-carboxybenzoic acid + reduced acceptor
show the reaction diagram
-
-
-
?
2-hexanol + acceptor
2-hexanone + reduced acceptor
show the reaction diagram
-
-
-
?
2-octanol + acceptor
2-octanone + reduced acceptor
show the reaction diagram
-
-
-
?
acetaldehyde + acceptor + H2O
acetic acid + reduced acceptor
show the reaction diagram
aliphatic aldehyde + acceptor + H2O
carboxylic acid + reduced acceptor
show the reaction diagram
aromatic alcohol + acceptor
aromatic aldehyde + reduced acceptor
show the reaction diagram
aromatic aldehyde + acceptor + H2O
aromatic carboxylic acid + reduced acceptor
show the reaction diagram
-
-
-
?
benzaldehyde + acceptor + H2O
benzoic acid + reduced acceptor
show the reaction diagram
-
-
-
?
benzyl alcohol + acceptor
benzaldehyde + reduced acceptor
show the reaction diagram
beta-phenethyl alcohol + acceptor
beta-phenethyl aldehyde + reduced acceptor
show the reaction diagram
-
-
-
?
butanal + acceptor + H2O
butanoic acid + reduced acceptor
show the reaction diagram
cinnamyl alcohol + acceptor
cinnamyl aldehyde + reduced acceptor
show the reaction diagram
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-
-
?
detergents + acceptor
?
show the reaction diagram
diethyleneglycol monoethylether
?
show the reaction diagram
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-
-
-
?
diols + acceptor
dialdehydes + reduced acceptor
show the reaction diagram
ethanol + acceptor
acetaldehyde + reduced acceptor
show the reaction diagram
ethylene glycol monoethylether
?
show the reaction diagram
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-
-
-
?
ethyleneglycol monophenylether
?
show the reaction diagram
-
-
-
-
?
ethyleneglycolmono-n-butylether
?
show the reaction diagram
-
-
-
-
?
formaldehyde + acceptor + H2O
formate + reduced acceptor
show the reaction diagram
glycidol + acceptor
2,3-epoxypropion aldehyde + reduced acceptor
show the reaction diagram
heptanal + acceptor + H2O
heptanoic acid + reduced acceptor
show the reaction diagram
hexanal + acceptor + H2O
hexanoic acid + reduced acceptor
show the reaction diagram
monoalkyl ether + acceptor
?
show the reaction diagram
PEG-1000 + 2,6-dichloroindophenol
?
show the reaction diagram
Q2HXX0;
520% activity compared to PEG-mono-4-nonylphenyl ether, averaging 2 ethoxy units
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-
?
PEG-1000 + acceptor
?
show the reaction diagram
PEG-200 + acceptor
?
show the reaction diagram
PEG-20000 + acceptor
?
show the reaction diagram
PEG-300 + acceptor
?
show the reaction diagram
PEG-400 + acceptor
?
show the reaction diagram
PEG-4000 + acceptor
?
show the reaction diagram
PEG-6000 + acceptor
?
show the reaction diagram
PEG-mono-4-nonylphenyl ether, averaging 10 ethoxy units + 2,6-dichloroindophenol
?
show the reaction diagram
Q2HXX0;
93% activity compared to PEG-mono-4-nonylphenyl ether, averaging 2 ethoxy units
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-
?
PEG-mono-4-nonylphenyl ether, averaging 2 ethoxy units + 2,6-dichloroindophenol
?
show the reaction diagram
Q2HXX0;
100% activity
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-
?
pentanal + acceptor + H2O
pentanoic acid + reduced acceptor
show the reaction diagram
polyethylene glycol + acceptor
?
show the reaction diagram
primary alcohol + acceptor
aldehyde + reduced acceptor
show the reaction diagram
propanal + acceptor + H2O
propionic acid + reduced acceptor
show the reaction diagram
solketal + acceptor
2,2-dimethyl-1,3-dioxolane-4-carboxaldehyde + reduced acceptor
show the reaction diagram
tetraethylene glycol + acceptor
tetraethylene glycol aldehyde + reduced acceptor
show the reaction diagram
tetraethyleneglycol monoethyl ether
?
show the reaction diagram
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-
-
-
?
trans-cinnamaldehyde + acceptor
trans-cinnamic acid + reduced acceptor
show the reaction diagram
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-
-
?
vanillin aldehyde + acceptor + H2O
vanillic acid + reduced acceptor
show the reaction diagram
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-
?
vannilyl alcohol + acceptor
vannilyl aldehyde + reduced acceptor
show the reaction diagram
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?
additional information
?
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COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
2,6-dichlorophenolindophenol
coenzyme Q1
coenzyme Q2
heme c
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1 mol per mol of enzyme
pyrroloquinoline quinone
ubiquinone
additional information
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METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Ca2+
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30% activation, Pseudomonas sp. strain No. 101
potassium phosphate
additional information
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
1,4-benzoquinone
arsenite
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hydrazine
hydroxylamine
monoiodoacetate
p-chloromercuribenzoate
Semicarbazide
ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
ethylamine
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30% activation, Pseudomonas sp. strain No. 43
methylamine
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30% activation, Pseudomonas sp. strain No. 43
phenazine methosulfate
pyrroloquinoline quinone
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.4
1-Heptanol
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0.44 - 1.7
1-Hexanol
6.6
1-propanol
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0.1 - 1.4
benzyl alcohol
0.81
benzyl alkohol
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mutant H467A
0.14
n-Butyraldehyde
1 - 1.2
PEG 1000
2.3 - 2.5
PEG 6000
1.6 - 4.5
PEG-1000
0.8
PEG-300
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0.7 - 1
PEG-400
2.8
PEG-4000
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0.14 - 5.9
PEG-6000
2.1 - 4.1
PEG-mono-4-nonylphenyl ether, averaging 10 ethoxy units
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6.7 - 8.3
TEG
10 - 14
Tetraethylene glycol
4.2
tetraethylene glycol-monoethyl ether
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TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.63 - 12
PEG-1000
1.3 - 11
PEG-mono-4-nonylphenyl ether, averaging 10 ethoxy units
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kcat/KM VALUE [1/mMs-1]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.24 - 3.6
PEG-1000
0.54 - 5.2
PEG-mono-4-nonylphenyl ether, averaging 10 ethoxy units
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SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
0.001
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PEG-6000
0.003
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PEG-400
0.028
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strain No. 43
0.029
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valeraldehyde
0.035
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strain No. 203, crude extract
0.164
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strain No. 103
2.68
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strain No. 203, purified enzyme
additional information
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
pH RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
6.5 - 8.5
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about 75% of maximal activity at pH 6.5 and pH 8.5
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
TEMPERATURE RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
18 - 50
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about half-maximal activity at 18°C and 50°C
35 - 70
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
57000
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4 * 57000, Flavobacterium sp. No.203, SDS-PAGE
58800
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2 * 58800, SDS-PAGE
72000
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gel filtration
120000
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gel filtration
220000
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strain No.203, gel filtration
240000
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
dimer
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2 * 58800, SDS-PAGE
monomer
tetramer
pH STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
7 - 8
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stable
389908
7.5 - 9
TEMPERATURE STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
40
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stable below
Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
from a symbiotic mixed culture E-1, consisting of Sphingomonas terrae and a Rhizobium sp.
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mixed culture, using precipitation with ammonium sulfate, solubilization with laurylbetaine and chromatography with diethylamino-ethyl-cellulose, hydroxylapatite and Sephadex G-200
Ni-NTA affinity chromatography
Q2HXX0;
strain No. 203, by precipitation with ammonium sulfate, solubilization with benzalkonium chloride, chromatography with DEAE-Toyopearl 650M and hydroxylapatite and gel filtration on Toyopearl HW-55
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Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
expression in Escherichia coli for sequencing, gene is located a large plasmid, PEG genes have evolved in a plasmid-mediated manner
gene cloned, sequenced and expressed in Escherichia coli
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mutant enzymes are expressed in Escherichia coli BL21(DE3)(pLysS) cells
Q2HXX0;
ENGINEERING
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
H465A
Q2HXX0;
the mutant shows no significant change in affinity toward substrates, but the apparent kcat values decrease to approximately 1/20 of the apparent kcat value of the wild type enzyme
H465A/N507A
Q2HXX0;
inactive
N507A
Q2HXX0;
inactive
N509A
Q2HXX0;
the mutant shows the less kcat values toward NPEOav10 than toward PEG-1000
N90A
Q2HXX0;
the mutant shows the less kcat values toward NPEOav10 than toward PEG-1000
APPLICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
industry