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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UniProt
Manually annotated by BRENDA team
strain M402
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Manually annotated by BRENDA team
strain M402
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Manually annotated by BRENDA team
strain 103
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Manually annotated by BRENDA team
strain 203
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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
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
-
-
-
?
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
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
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
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
-
-
-
?
vanillin aldehyde + acceptor + H2O
vanillic acid + reduced acceptor
show the reaction diagram
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-
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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
7340
0.54 - 5.2
PEG-mono-4-nonylphenyl ether, averaging 10 ethoxy units
12252
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 18C and 50C
35 - 70
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
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
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
ENGINEERING
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
H465A
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
inactive
N507A
inactive
N509A
the mutant shows the less kcat values toward NPEOav10 than toward PEG-1000
N90A
the mutant shows the less kcat values toward NPEOav10 than toward PEG-1000
APPLICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
industry