Information on EC 1.1.1.72 - glycerol dehydrogenase (NADP+)

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The expected taxonomic range for this enzyme is: Eukaryota, Bacteria

EC NUMBER
COMMENTARY hide
1.1.1.72
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RECOMMENDED NAME
GeneOntology No.
glycerol dehydrogenase (NADP+)
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
glycerol + NADP+ = D-glyceraldehyde + NADPH + 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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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
Glycerolipid metabolism
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SYSTEMATIC NAME
IUBMB Comments
glycerol:NADP+ oxidoreductase
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CAS REGISTRY NUMBER
COMMENTARY hide
37250-11-6
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SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
(2,2-dimethyl-1,3-dioxolan-4-yl)methanol + NADP+
2,2-dimethyl-1,3-dioxolane-4-carbaldehyde + NADPH
show the reaction diagram
-
oxidation reaction. Specific activity: 0.03 micromol/min/mg
-
-
?
(2E)-pent-2-enal + NADPH + H+
(2E)-pent-2-enol + NADP+
show the reaction diagram
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reduction reaction: specific activity: 4.9 micromol/min/mg. Oxidation reaction specific activity: 0.74 micromol/min/mg
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-
?
(2R)-2,4-dihydroxybutanal + NADPH + H+
(2R)-2,4-dihydroxybutanol + NADP+
show the reaction diagram
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reduction reaction. Specific activity: 46.6 micromol/min/mg
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-
?
(2R,3S)-butane-1,2,3,4-tetrol + NADP+
? + NADPH
show the reaction diagram
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oxidation reaction. Specific activity: 0.75 micromol/min/mg
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-
?
(2R,3S,4R,5S)-hexane-1,2,3,4,5,6-hexol + NADP+
? + NADPH
show the reaction diagram
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oxidation reaction. Specific activity: 1.08 micromol/min/mg
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-
?
(2R,3S,4S)-pentane-1,2,3,4,5-pentol + NADP+
? + NADPH
show the reaction diagram
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oxidation reaction. Specific activity: 0.25 micromol/min/mg
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-
?
(2R,4S)-pentane-1,2,3,4,5-pentol + NADP+
? + NADPH
show the reaction diagram
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oxidation reaction. Specific activity: 2.46 micromol/min/mg
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?
(2S)-2,4-dihydroxybutanal + NADPH + H+
(2S)-2,4-dihydroxybutanol + NADP+
show the reaction diagram
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reduction reaction. Specific activity: 2.0 micromol/min/mg
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-
?
(2S,3S)-butane-1,2,3,4-tetrol + NADP+
? + NADPH
show the reaction diagram
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oxidation reaction. Specific activity: 0.9 micromol/min/mg
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-
?
1,3-dihydroxypropan-2-one + NADPH + H+
propane-1,2,3-triol + NADP+
show the reaction diagram
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reduction reaction. Specific activity: 0.5 micromol/min/mg
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-
?
1-phenylethane-1,2-diol + NADP+
? + NADPH
show the reaction diagram
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oxidation reaction. Specific activity: 0.77 micromol/min/mg
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-
?
1-phenylethanone + NADPH + H+
1-phenylethanol + NADP+
show the reaction diagram
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reduction reaction. Specific activity: 0.04 micromol/min/mg
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-
?
1-phenylpropanone + NADPH + H+
1-phenylpropanol + NADP+
show the reaction diagram
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reduction reaction. Specific activity: 0.03 micromol/min/mg
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-
?
2,3-butanedione + NADPH
?
show the reaction diagram
2,4-difluorobenzaldehyde + NADPH + H+
(2,4-difluorophenyl)methanol + NADP+
show the reaction diagram
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reduction reaction. Specific activity: 19.6 micromol/min/mg
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?
2,4-dihydroxybutanal + NADPH + H+
2,4-dihydroxybutanol + NADP+
show the reaction diagram
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reduction reaction. Specific activity: 39.1 micromol/min/mg
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-
?
2-butenal + NADPH
2-buten-1-ol + NADP+
show the reaction diagram
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-
-
-
?
2-methylbutanal + NADPH + H+
2-methylbutanol + NADP+
show the reaction diagram
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reduction reaction. Specific activity: 26.8 micromol/min/mg
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-
?
2-methylpentanal + NADPH + H+
2-methylpentanol + NADP+
show the reaction diagram
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reduction reaction. Specific activity: 25.7 micromol/min/mg
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-
?
2-methylpropanal + NADPH + H+
2-methylpropanol + NADP+
show the reaction diagram
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reduction reaction. Specific activity: 6.7 micromol/min/mg
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?
3-methylbutanal + NADPH
3-methylbutanol + NADP+
show the reaction diagram
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-
-
-
?
4-methoxybenzaldehyde + NADPH + H+
(4-methoxyphenyl)methanol + NADP+
show the reaction diagram
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reduction reaction. Specific activity: 0.3 micromol/min/mg
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-
?
4-nitrobenzaldehyde + NADPH
4-nitrobenzylalcohol + NADP+
show the reaction diagram
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-
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?
6-methylheptane-2,5-dione + NADPH + H+
? + NADP+
show the reaction diagram
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reduction reaction. Specific activity: 0.03 micromol/min/mg
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?
acetaldehyde + NADPH + H+
ethanol + NADP+
show the reaction diagram
benzaldehyde + NADPH + H+
benzyl alcohol + NADP+
show the reaction diagram
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reduction reaction. Specific activity: 13.8 micromol/min/mg
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?
benzaldehyde + NADPH + H+
benzylalkohol + NADP+
show the reaction diagram
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-
?
butanal + NADPH + H+
butanol + NADP+
show the reaction diagram
butane-1,2,4-triol + NADP+
? + NADPH
show the reaction diagram
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oxidation reaction. Specific activity: 1.21 micromol/min/mg
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?
butane-1,2-diol + NADP+
? + NADPH
show the reaction diagram
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oxidation reaction. Specific activity: 0.66 micromol/min/mg
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?
butane-1,3-diol + NADP+
? + NADPH
show the reaction diagram
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oxidation reaction. Specific activity: 0.04 micromol/min/mg
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?
butane-1,4-diol + NADP+
? + NADPH
show the reaction diagram
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oxidation reaction. Specific activity: 0.21 micromol/min/mg
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?
D-erythrose + NADPH
erythritol + NADP+
show the reaction diagram
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-
?
D-glucose + NADPH
sorbitol + NADP+
show the reaction diagram
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-
?
D-glucuronate + NADP+
?
show the reaction diagram
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?
D-glyceraldehyde + NADPH + H+
glycerol + NADP+
show the reaction diagram
D-xylose + NADPH
xylitol + NADP+
show the reaction diagram
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-
?
diacetyl + NADPH
?
show the reaction diagram
dihydroxyacetone + NADPH
glycerol + NADP+
show the reaction diagram
DL-glyceraldehyde + NADPH + H+
glycerol + NADP+
show the reaction diagram
significant enantioselectivity
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r
dodecanal + NADPH + H+
dodecanol + NADP+
show the reaction diagram
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reduction reaction. Specific activity: 19.3 micromol/min/mg
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?
erythritol + NADP+
?
show the reaction diagram
ethane-1,1-diol + NADP+
? + NADPH
show the reaction diagram
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oxidation reaction. Specific activity: 0.5 micromol/min/mg
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?
formaldehyde + NADPH
methanol + NADP+
show the reaction diagram
glycerol + NADP+
? + NADPH
show the reaction diagram
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oxidation reaction. Specific activity: 0.17 micromol/min/mg
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?
glycerol + NADP+
D-glyceraldehyde + NADPH + H+
show the reaction diagram
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significant enantioselectivity
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r
glycerol + NADP+
dihydroxyacetone + NADPH + H+
show the reaction diagram
glycolaldehyde + NADPH
ethyleneglycol + NADP+
show the reaction diagram
hexan-2-ol + NADP+
hexan-2-one + NADPH
show the reaction diagram
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oxidation reaction. Specific activity: 0.22 micromol/min/mg
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?
hexanal + NADPH + H+
hexanol + NADP+
show the reaction diagram
hexane-1,2,3-triol + NADP+
? + NADPH
show the reaction diagram
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oxidation reaction. Specific activity: 0.76 micromol/min/mg
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?
hexane-1,2,6-triol + NADP+
? + NADPH
show the reaction diagram
hexane-1,6-diol + NADP+
? + NADPH
show the reaction diagram
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oxidation reaction. Specific activity: 0.87 micromol/min/mg
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?
isobutyraldehyde + NADPH + H+
isobutanol + NADP+
show the reaction diagram
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-
?
L-arabitol + NADP+
? + NADPH
show the reaction diagram
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oxidation reaction
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L-glyceraldehyde + NADPH
glycerol + NADP+
show the reaction diagram
methanediol + NADP+
? + NADPH
show the reaction diagram
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oxidation reaction. Specific activity: 0.05 micromol/min/mg
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?
methylglyoxal + NADPH
1-hydroxyacetone + NADP+
show the reaction diagram
n-butyraldehyde + NADPH
n-butanol + NADP+
show the reaction diagram
n-hexanal + NADPH + H+
n-hexanol + NADP+
show the reaction diagram
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-
-
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?
n-hexenal + NADPH
n-hexenol + NADP+
show the reaction diagram
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?
n-pentanal + NADPH + H+
n-pentanol + NADP+
show the reaction diagram
nonanal + NADPH + H+
nonanol + NADP+
show the reaction diagram
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reduction reaction. Specific activity: 15.9 micromol/min/mg
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?
octan-3-one + NADPH + H+
octan-3-ol + NADP+
show the reaction diagram
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reduction reaction. Specific activity: 0.02 micromol/min/mg
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?
octanal + NADPH + H+
octanol + NADP+
show the reaction diagram
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reduction reaction. Specific activity: 35.5 micromol/min/mg
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?
pentane-1,2-diol + NADP+
? + NADPH
show the reaction diagram
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oxidation reaction. Specific activity: 0.39 micromol/min/mg
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?
pentane-1,5-diol + NADP+
? + NADPH
show the reaction diagram
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oxidation reaction. Specific activity: 0.59 micromol/min/mg
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?
propanal + NADPH + H+
propanol + NADP+
show the reaction diagram
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reduction reaction. Specific activity: 1.1 micromol/min/mg
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?
propionaldehyde + NADPH
propanol + NADP+
show the reaction diagram
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
D-glyceraldehyde + NADPH + H+
glycerol + NADP+
show the reaction diagram
glycerol + NADP+
dihydroxyacetone + NADPH + H+
show the reaction diagram
Q7Z8L1
The enzyme plays a role in the glycerol biosynthesis during growth and in osmotolerance. The glycerol biosynthesis by enzyme is required for germination at high osmolarity.
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r
additional information
?
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the enzyme is part of the biosynthetic pathway for glycerol
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COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
NADP+
NADPH
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
HCO3-
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activates conversion of glycerol to dihydroxyacetone
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
2-mercaptoethanol
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Diphenylhydantoin
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fluoride
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formononetin 7-O-glucoside
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NADPH
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inhibition if concentration is above 0.15 mM
p-chloromercuribenzoate
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p-hydroxymercuribenzoate
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Phenobarbitol
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ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
NaCl
The presence of 1 M NaCl results in a significant increase in activity in the wild-type strain.
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
186
D-glucuronate
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0.04 - 11.5
D-glyceraldehyde
10 - 143
glycerol
193
L-arabitol
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oxidation, pH 9.7, 37°C, Vmax: 8.67 micromol/min/mg
0.0125 - 0.056
NADP+
0.0041 - 0.04
NADPH
additional information
additional information
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TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
2.7 - 57.2
NADPH
additional information
additional information
-
Ki VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.4
NADPH
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pH 7.0, 30 °C
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
0.259
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during growth on wheat grains at water activity at the time of harvest 1.00
0.517
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during growth on wheat grains at water activity at the time of harvest 0.97
0.582
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during growth on wheat dough at water activity at the time of harvest 0.98
1.034
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during growth on wheat dough at water activity at the time of harvest 0.96
4.2
W23A mutant protein, NADPH as variable substrate, pH 7.0, 30°C
4.9
W23A mutant protein, DL-glyceraldehyde as variable substrate, pH 7.0, 30°C
22.3
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glyceraldehyde, crude extract of expressing Escherichia coli, pH not specified in the publication, temperature not specified in the publication
37
W23M mutant protein, DL-glyceraldehyde as variable substrate, pH 7.0, 30°C
54
W23M mutant protein, NADPH as variable substrate, pH 7.0, 30°C
80.5
wild-type protein, DL-glyceraldehyde as variable substrate, pH 7.0, 30°C
87.1
wild-type protein, NADPH as variable substrate, pH 7.0, 30°C
additional information
comparison of activity in the wild-type and two gldB disruption strains. The presence of 1 M NaCl results in a significant increase in activity in the wild-type strain. In the gldB disruptions hardly any activity is detected.
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
4.8
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D-glyceraldehyde reduction
5.4
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D-glyceraldehyde reduction
5.5
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optimal activity for reduction
6.5
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D-glyceraldehyde reduction
9.5
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glycerol oxidation
9.7
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oxidation assay at
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
30
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reduction assay at
37
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oxidation assay at
55
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optimal activity
pI VALUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
34000
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gel filtration
36980
calculated from amino acid sequence
37210
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calculated from cDNA
37213
37213, calculated
39000
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SDS-PAGE
43000
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x * 43000, SDS-PAGE
160000
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gel filtration
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
?
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x * 43000, SDS-PAGE
monomer
Crystallization/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
sitting-drop variant of the vapor diffusion method
pH STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
5.5 - 9.7
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enzyme is stable and shows a residual activity of at least 82%
711743
TEMPERATURE STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
4 - 30
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stable between
45
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the half-life of 25 min increases to 45 min upon addition of 400 mM glycerol
GENERAL STABILITY
ORGANISM
UNIPROT
LITERATURE
partially inactivated by freezing and thawing
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STORAGE STABILITY
ORGANISM
UNIPROT
LITERATURE
-20°C or 4°C, purified enzyme stable for at least 3 months
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-20°C, 1 year
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-20°C, dialyzed against distilled H2O with 30 mg/ml polyethyleneglycol, or lyophilized, stable
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Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
expressed in Escherichia coli BL21(DE3)
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His-tagged version
overexpressed in Escherichia coli as a His-tagged fusion protein
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ENGINEERING
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
W23A
W23 is a key residue (accelerator) for NADP/NADPH turnover
W23M
W23 is a key residue (accelerator) for NADP/NADPH turnover