Information on EC 1.1.99.13 - glucoside 3-dehydrogenase

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

EC NUMBER
COMMENTARY hide
1.1.99.13
-
RECOMMENDED NAME
GeneOntology No.
glucoside 3-dehydrogenase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
sucrose + acceptor = 3-dehydro-alpha-D-glucosyl-beta-D-fructofuranoside + reduced acceptor
show the reaction diagram
-
-
-
-
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
oxidation
redox reaction
-
-
-
-
reduction
-
-
-
-
PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
lactose degradation II
-
-
sucrose degradation VII (sucrose 3-dehydrogenase)
-
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metabolism of disaccharids
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Starch and sucrose metabolism
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SYSTEMATIC NAME
IUBMB Comments
D-aldohexoside:acceptor 3-oxidoreductase
A flavoprotein (FAD). The enzyme acts on D-glucose, D-galactose, D-glucosides and D-galactosides, but D-glucosides react more rapidly than D-galactosides.
CAS REGISTRY NUMBER
COMMENTARY hide
9031-74-7
-
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
1,5-anhydro-D-glucitol + acceptor
1,3,5-dehydro-D-glucitol + reduced acceptor
show the reaction diagram
2-deoxy-D-galactose + acceptor
2-deoxy-3-dehydro-D-galactose + reduced acceptor
show the reaction diagram
-
-
-
-
?
2-deoxy-D-glucose + 2,6-dichlorophenolindophenol
?
show the reaction diagram
2-deoxy-D-glucose + 2,6-dichlorophenolindophenol
? + reduced 2,6-dichlorophenolindophenol
show the reaction diagram
2-deoxy-D-glucose + acceptor
2-deoxy-3-dehydro-D-glucose + reduced acceptor
show the reaction diagram
-
-
-
-
?
3-O-methyl-D-glucose + 2,6-dichlorophenolindophenol
?
show the reaction diagram
3-O-methyl-D-glucose + 2,6-dichlorophenolindophenol
? + reduced 2,6-dichlorophenolindophenol
show the reaction diagram
aldohexosides + acceptor
?
show the reaction diagram
-
reaction in sugar metabolism
-
-
?
alpha-methyl-D-glucoside + 2,6-dichlorophenolindophenol
?
show the reaction diagram
alpha-methyl-D-glucoside + 2,6-dichlorophenolindophenol
? + reduced 2,6-dichlorophenolindophenol
show the reaction diagram
alpha-methyl-D-glucoside + acceptor
3-keto-alpha-methyl-glucoside + reduced acceptor
show the reaction diagram
anhydro-1,6-D-glucose + acceptor
?
show the reaction diagram
-
-
-
-
?
arbutin + acceptor
?
show the reaction diagram
beta-melibiose + acceptor
?
show the reaction diagram
-
-
-
-
?
beta-methyl-D-glucoside + acceptor
3-keto-beta-methyl-D-glucoside + reduced acceptor
show the reaction diagram
-
-
-
?
cellobionate + acceptor
?
show the reaction diagram
-
-
-
-
?
cellobiose + 2,6-dichlorophenolindophenol
?
show the reaction diagram
-
97.4% activity compared to D-glucose
-
-
?
cellobiose + 2,6-dichlorophenolindophenol
? + reduced 2,6-dichlorophenolindophenol
show the reaction diagram
cellobiose + acceptor
?
show the reaction diagram
D-fructose + 2,6-dichlorophenolindophenol
?
show the reaction diagram
-
10.8% activity compared to D-glucose
-
-
?
D-fructose + 2,6-dichlorophenolindophenol
? + reduced 2,6-dichlorophenolindophenol
show the reaction diagram
D-galactose + acceptor
3-dehydro-D-galactose + reduced acceptor
show the reaction diagram
D-galactosides + acceptor
3-ketogalactosides + reduced acceptor
show the reaction diagram
-
-
-
?
D-glucosamine + acceptor
3-dehydro-D-glucosamine + reduced acceptor
show the reaction diagram
-
-
-
-
?
D-glucose + 2,6-dichlorophenolindophenol
3-dehydro-alpha-D-glucosyl-beta-D-fructofuranoside + reduced 2,6-dichlorophenolindophenol
show the reaction diagram
100% activity
-
-
?
D-glucose + 2,6-dichlorophenolindophenol
?
show the reaction diagram
D-glucose + acceptor
3-dehydro-D-glucose + reduced acceptor
show the reaction diagram
-
-
-
-
?
D-glucose + acceptor
3-ketoglucose + reduced acceptor
show the reaction diagram
D-glucose 1-phosphate + acceptor
3-keto-D-glucose 1-phosphate + reduced acceptor
show the reaction diagram
D-glucosides + acceptor
3-ketoglucosides + reduced acceptor
show the reaction diagram
-
react more rapidly than galactosides, aldopentoses and methylpentoses are no substrates
-
?
D-mannose + 2,6-dichlorophenolindophenol
? + reduced 2,6-dichlorophenolindophenol
show the reaction diagram
2.3% activity compared to D-glucose
-
-
?
D-mannose + acceptor
3-dehydro-D-mannose + reduced acceptor
show the reaction diagram
-
-
-
-
?
D-sorbitol + acceptor
?
show the reaction diagram
-
-
-
-
?
D-xylose + 2,6-dichlorophenolindophenol
?
show the reaction diagram
D-xylose + acceptor
?
show the reaction diagram
-
-
-
-
?
galactose + 2,6-dichlorophenolindophenol
?
show the reaction diagram
-
63.5% activity compared to D-glucose
-
-
?
galactose + 2,6-dichlorophenolindophenol
? + reduced 2,6-dichlorophenolindophenol
show the reaction diagram
76.5% activity compared to D-glucose
-
-
?
isomaltose + 2,6-dichlorophenolindophenol
?
show the reaction diagram
-
55.5% activity compared to D-glucose
-
-
?
isomaltose + 2,6-dichlorophenolindophenol
? + reduced 2,6-dichlorophenolindophenol
show the reaction diagram
109.4% activity compared to D-glucose
-
-
?
L-arabinose + 2,6-dichlorophenolindophenol
?
show the reaction diagram
L-arabinose + acceptor
?
show the reaction diagram
-
-
-
-
?
lactobionate + acceptor
?
show the reaction diagram
lactose + 2,6-dichlorophenolindophenol
?
show the reaction diagram
lactose + 2,6-dichlorophenolindophenol
? + reduced 2,6-dichlorophenolindophenol
show the reaction diagram
113.5% activity compared to D-glucose
-
-
?
lactose + acceptor
?
show the reaction diagram
lactulose + acceptor
?
show the reaction diagram
-
-
-
-
?
leucrose + acceptor
?
show the reaction diagram
-
-
-
-
?
maltobionate + acceptor
?
show the reaction diagram
-
-
-
-
?
maltose + 2,6-dichlorophenolindophenol
?
show the reaction diagram
maltose + 2,6-dichlorophenolindophenol
? + reduced 2,6-dichlorophenolindophenol
show the reaction diagram
123.5% activity compared to D-glucose
-
-
?
maltose + acceptor
?
show the reaction diagram
melezitose + acceptor
?
show the reaction diagram
-
-
-
-
?
methyl-alpha-D-galactoside + acceptor
?
show the reaction diagram
-
-
-
-
?
methyl-beta-D-glucose + acceptor
3-keto-methyl-beta-D-glucose + reduced acceptor
show the reaction diagram
methyl-beta-thiogalactose + acceptor
3-dehydro-methyl-beta-D-thiogalactose + reduced acceptor
show the reaction diagram
-
-
-
-
?
N-carbamoyl-beta-D-glucopyranosylamine + acceptor
?
show the reaction diagram
N-p-nitrophenylvalidamine + 2,6-dichlorophenolindophenol
N-p-nitrophenyl-3-ketovalidamine + reduced 2,6-dichlorophenolindophenol
show the reaction diagram
-
-
-
?
p-arbutine + acceptor
?
show the reaction diagram
-
-
-
-
?
p-nitrophenyl 1-thio-beta-D-glucoside + acceptor
p-nitrophenyl-1-thio-3-dehydro-beta-D-glucoside + reduced acceptor
show the reaction diagram
-
-
-
-
?
p-nitrophenyl alpha-D-glucoside + acceptor
p-nitrophenyl-3-dehydro-alpha-D-glucoside + reduced acceptor
show the reaction diagram
-
-
-
-
?
p-nitrophenylvalidamine + acceptor
p-nitrophenyl-3-ketovalidamine + reduced acceptor
show the reaction diagram
p-nitrophenylvalienamine + acceptor
p-nitrophenyl-3-ketovalienamine + reduced acceptor
show the reaction diagram
raffinose + acceptor
?
show the reaction diagram
-
-
-
-
?
salicin + acceptor
?
show the reaction diagram
-
-
-
-
?
sucrose + 2,6-dichlorophenolindophenol
3-dehydro-alpha-D-glucosyl-beta-D-fructofuranoside + reduced 2,6-dichlorophenolindophenol
show the reaction diagram
sucrose + 2,6-dichlorophenolindophenol
?
show the reaction diagram
-
46.5% activity compared to D-glucose
-
-
?
sucrose + 2,6-dichlorophenolindophenol
? + reduced 2,6-dichlorophenolindophenol
show the reaction diagram
96.8% activity compared to D-glucose
-
-
?
sucrose + acceptor
3-dehydro-alpha-D-glucosyl-beta-D-fructofuranoside + reduced acceptor
show the reaction diagram
TDP-glucose + acceptor
TDT-3-dehydro-D-glucose + reduced acceptor
show the reaction diagram
-
-
-
-
?
trehalose + 2,6-dichlorophenolindophenol
?
show the reaction diagram
-
63.8% activity compared to D-glucose
-
-
?
trehalose + 2,6-dichlorophenolindophenol
? + reduced 2,6-dichlorophenolindophenol
show the reaction diagram
141.2% activity compared to D-glucose
-
-
?
trehalose + acceptor
?
show the reaction diagram
UDP-glucose + acceptor
UDP-3-dehydro-D-glucose + reduced acceptor
show the reaction diagram
validamine + 2,6-dichlorophenolindophenol
?
show the reaction diagram
-
98.5% activity compared to D-glucose
-
-
?
validamycin A + 2,6-dichlorophenolindophenol
?
show the reaction diagram
-
28.1% activity compared to D-glucose
-
-
?
validoxylamine A + 2,6-dichlorophenolindophenol
?
show the reaction diagram
-
58.6% activity compared to D-glucose
-
-
?
validoxylamine A + acceptor
3-ketovalidoxylamine A + reduced acceptor
show the reaction diagram
valienamine + 2,6-dichlorophenolindophenol
?
show the reaction diagram
-
4.4% activity compared to D-glucose
-
-
?
additional information
?
-
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
aldohexosides + acceptor
?
show the reaction diagram
-
reaction in sugar metabolism
-
-
?
COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Ba2+
-
136.4% activity at 2 mM
Co2+
-
116.7% activity at 2 mM
Fe2+
-
non-heme iron sulfur protein
Mg2+
-
107.3% activity at 2 mM
Mn2+
-
104.2% activity at 2 mM
Ni2+
-
113.5% activity at 2 mM
additional information
-
not influenced by K+
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
Ag+
-
98.1% residual activity at 2 mM
Cd2+
-
60.6% residual activity at 2 mM
cyanide
-
70% inhibition at high concentration
Fe2+
-
52.6% residual activity at 2 mM
L-arabinose
-
slight
Zn2+
-
91.1% residual activity at 2 mM
additional information
-
ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
Atabrine
-
activation at acidic pH-values
EDTA
-
106.8% activity at 2 mM
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.2
cellobiose
-
-
2.31
D-cellobiose
-
-
25 - 26.1
D-galactose
0.016 - 2.9
D-glucose
2.8 - 13.8
D-maltose
28
D-xylose
-
-
22.4
L-arabinose
-
-
0.21
Lactobionate
-
-
0.36
Maltobionate
-
-
0.038 - 12.6
Sucrose
1.1 - 2.1
validoxylamine A
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
141
D-cellobiose
-
-
145
D-galactose
-
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143
D-glucose
-
-
154
D-maltose
-
-
200
D-xylose
-
-
239
L-arabinose
-
-
59
Sucrose
-
-
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
0.21
-
crude enzyme, at pH 6.0 and 25C
0.4
crude extract, at pH 7.6 and 30C
0.56
-
carbon source: alpha-methyl-D-glucoside
0.74
-
carbon source: isopropyl-thiogalactopyranoside
0.86
-
carbon source: lactose
2.56
after 6.41fold purification, at pH 7.6 and 30C
2.94
-
validoxylamine A
7.54
-
after 35.71fold purification, at pH 6.0 and 25C
149
-
carbon source: D-glucose
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
8
-
lactose with phenazine methosulfate as acceptor
8 - 9
-
phenazine methosulfate and 2,6-dichlorphenolindophenol as acceptor
9
-
phenazine methosulfate or 3-(4,5-dimethyl-2-thiazolyl)-2,5-di-phenyl-2H-tetrazolium as acceptor
pH RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
5.2 - 7.2
-
85% of maximal activity at pH 5.2 and 7.2
5.4 - 9.6
more than 60% activity between pH 6.0 and 9.0. When pH is decreased to 5.4, about 35% of the initial activity is observed. When pH is increased to 9.6, about 40% of the relative activity remains
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
20
-
enzyme assay
TEMPERATURE RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
20 - 40
more than 80% activity between 20 and 40C, the activity decreases sharply with temperature above 35C, and almost 60% of the activity remains at 50C
pI VALUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
6.5
calculated from amino acid sequence
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
55000
-
1 * 55000, SDS-PAGE
57000
-
gel filtration
63500
-
x * 63500, calculated from amino acid sequence
67000
-
-
68000
-
1 * 68000, SDS-PAGE
73000
-
gel filtration
85000
-
low speed sedimentation
270000
-
gel filtration
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
monomer
tetramer
-
4 * 66000, SDS-PAGE
pH STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
5 - 6.6
-
the enzyme remains stable at pH 5.0-6.6 for 24 h
739878
5.8 - 9
after pre-incubation in different pH at 4C for 24 h, the enzyme retains more than 60% of the initial enzyme activity between pH 5.8 and 9.0
741470
6
-
and below, labile, sucrose stabilizes
389892
7 - 9
-
stable
389892
TEMPERATURE STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
40 - 60
After 180 min at 40C, the enzyme shows more than 90% of the initial activity. Nearly 20% activity is lost after pre-incubation at 50C for 180 min, and the halflife of the enzyme at 60 C is about 170 min
50 - 60
-
the enzyme activity decreases significantly at 55 and 60C, and 67.8% of enzyme activity is maintained when the enzyme is incubated at 50C for 120 min
GENERAL STABILITY
ORGANISM
UNIPROT
LITERATURE
sucrose protects against inactivation in acidic media
-
STORAGE STABILITY
ORGANISM
UNIPROT
LITERATURE
-18C, stable for 2 weeks under nitrogen
-
frozen, half-life 1 week
-
Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
High Q IEX column chromatography, hydroxyapatite column chromatography, and Sephadex G 75 gel filtration
-
Ni-NTA column chromatography
Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
expressed in Escherichia coli BL21(DE3) cells
gene encoding glucose 3-dehydrogenase cloned and expressed in Escherichia coli, open reading frame of 1686 nucleotides, FAD binding motif found in the N-terminal region of the gene
-
genes of a 3-ketoglycoside pathway cloned and expressed in Escherichia coli
-
Renatured/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
regeneration via electrochemical methods using potassium ferricyanide as an electron mediator
-
APPLICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
analysis