Ligand D-glucopyranose 6-phosphate

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Basic Ligand Information

Molecular Structure
Picture of D-glucopyranose 6-phosphate (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C6H13O9P
D-glucopyranose 6-phosphate
NBSCHQHZLSJFNQ-GASJEMHNSA-N
Synonyms:
D-glucoamine 6-phosphate, D-glucopyranside 6-phosphate, D-glucosamine-6-phosphate, D-Glucose-6-phosphate, D-glucose 6-phosphate, glucosamine-6-phosphate, glucose-6-phosphate, glucose 6-phosphate

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (33 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
D-glucose 6-phosphate + NADP+ = 6-phospho-D-glucono-1,5-lactone + NADPH + H+
show the reaction diagram
-
GDP-glucose + glucose 6-phosphate = GDP + alpha,alpha-trehalose 6-phosphate
show the reaction diagram
-
D-glucose 6-phosphate + H2O = D-glucose + phosphate
show the reaction diagram
-
D-glucose 6-phosphate + H2O = D-glucose + phosphate
show the reaction diagram
-
D-glucose 6-phosphate + H2O = D-glucose + phosphate
show the reaction diagram
-
D-glucose 6-phosphate = 2-deoxy-L-scyllo-inosose + phosphate
show the reaction diagram
-
D-glucose 6-phosphate = D-fructose 6-phosphate
show the reaction diagram
-
D-glucoamine 6-phosphate = D-glucosamine 1-phosphate
show the reaction diagram
-

In Vivo Product in Enzyme-catalyzed Reactions (23 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
D-sorbitol 6-phosphate + NAD+ = D-glucose 6-phosphate + NADH + H+
show the reaction diagram
-
D-sorbitol 6-phosphate + NADP+ = D-glucose 6-phosphate + NADPH + H+
show the reaction diagram
-
-
glycerol 3-phosphate + D-glucose = glycerol + D-glucose 6-phosphate
show the reaction diagram
-
-
ADP + D-glucose = AMP + D-glucose 6-phosphate
show the reaction diagram
-
-
ATP + D-glucose = ADP + D-glucose 6-phosphate
show the reaction diagram
-
-
(phosphate)n + D-glucose = (phosphate)n-1 + D-glucose 6-phosphate
show the reaction diagram
-
-
alpha,alpha-trehalose 6-phosphate + H2O = D-glucose + D-glucose 6-phosphate
show the reaction diagram
-
sucrose 6-phosphate + H2O = glucose 6-phosphate + fructose
show the reaction diagram
-
-
D-fructose 6-phosphate = D-glucose 6-phosphate
show the reaction diagram
-
-
alpha-D-glucose 1-phosphate = D-glucose 6-phosphate
show the reaction diagram
-
-
alpha-D-glucose 1-phosphate = D-glucose 6-phosphate
show the reaction diagram
-
-

Substrate in Enzyme-catalyzed Reactions (118 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
D-glucose 6-phosphate + NAD+ = 3-dehydro-D-glucose 6-phosphate + NADH + H+
show the reaction diagram
-
D-glucose 6-phosphate + NADP+ = D-glucono-1,5-lactone 6-phosphate + NADPH + H+
show the reaction diagram
-
D-glucose-6-phosphate + O2 = D-glucono-1,5-lactone-6-phosphate + H2O2
show the reaction diagram
-
D-glucose 6-phosphate + phenazine methosulfate = 6-phospho-D-glucono-1,5-lactone + reduced phenazine methosulfate
show the reaction diagram
-
D-glucose 6-phosphate + oxidized 1,1'-carbamoyl methyl viologen = ? + reduced 1,1'-carbamoyl methyl viologen
show the reaction diagram
-
D-glucose 6-phosphate + acceptor = ?
show the reaction diagram
-
D-glucose 6-phosphate + hydroxypyruvate = 2-D-glycero-D-ido-octulose phosphate + ?
show the reaction diagram
-
glucose 6-phosphate + formaldehyde = ?
show the reaction diagram
-
GDP-glucose + glucose 6-phosphate = GDP + alpha,alpha-trehalose 6-phosphate
show the reaction diagram
-
phosphoenolpyruvate + D-glucose 6-phosphate = ?
show the reaction diagram
-
3-phospho-D-glyceroyl phosphate + D-glucose 6-phosphate = 3-phospho-D-glycerate + D-glucose 1,6-bisphosphate
show the reaction diagram
-
ATP + glucose 6-phosphate = ADP + glucose 1,6-bisphosphate
show the reaction diagram
-
AMP + D-glucose 6-phosphate = ADP + D-glucose
show the reaction diagram
-
glucose 6-phosphate + inosine = D-glucose + IMP
show the reaction diagram
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D-glucose 6-phosphate + H2O = D-glucose + phosphate
show the reaction diagram
-
D-glucose 6-phosphate + H2O = D-glucose + phosphate
show the reaction diagram
-
Glucose 6-phosphate + H2O = Glucose + phosphate
show the reaction diagram
-
D-glucose 6-phosphate + H2O = D-glucose + phosphate
show the reaction diagram
-
Glucose 6-phosphate + H2O = Glucose + phosphate
show the reaction diagram
-
Glucose 6-phosphate + H2O = Glucose + phosphate
show the reaction diagram
-
D-glucose 6-phosphate + H2O = D-glucose + phosphate
show the reaction diagram
-
Glucose 6-phosphate + H2O = Glucose + phosphate
show the reaction diagram
-
glucose-6-phosphate + H2O = glucose + phosphate
show the reaction diagram
-
D-glucose-6-phosphate + H2O = D-glucose + phosphate
show the reaction diagram
-
D-glucose 6-phosphate = 2-deoxy-L-scyllo-inosose + phosphate
show the reaction diagram
-
D-Glucose 6-phosphate = ?
show the reaction diagram
-
D-glucose 6-phosphate = D-fructose 6-phosphate
show the reaction diagram
-
D-glucoamine 6-phosphate = D-glucosamine 1-phosphate
show the reaction diagram
-

Product in Enzyme-catalyzed Reactions (143 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
D-sorbitol 6-phosphate + NAD+ = D-glucose 6-phosphate + NADH + H+
show the reaction diagram
-
D-fructose 6-phosphate = D-glucose 6-phosphate
show the reaction diagram
-
glycerol 3-phosphate + D-glucose = glycerol + D-glucose 6-phosphate
show the reaction diagram
-
ATP + D-glucose = ADP + D-glucose 6-phosphate
show the reaction diagram
-
-
ATP + D-glucose = ADP + D-glucose 6-phosphate
show the reaction diagram
-
-
ATP + D-glucose = ADP + D-glucose 6-phosphate
show the reaction diagram
-
-
ATP + D-glucose = ADP + D-glucose 6-phosphate
show the reaction diagram
-
ATP + D-glucose = ADP + D-glucose 6-phosphate
show the reaction diagram
-
-
alpha,alpha-trehalose 6-phosphate + H2O = D-glucose + D-glucose 6-phosphate
show the reaction diagram
-
sucrose 6-phosphate + H2O = glucose 6-phosphate + fructose
show the reaction diagram
-
-
D-fructose 6-phosphate = D-glucose 6-phosphate
show the reaction diagram
-
-
D-glucose 1-phosphate = D-glucose 6-phosphate
show the reaction diagram
-
Fructose 1-phosphate + D-glucose = D-glucose 6-phosphate + fructose
show the reaction diagram
-

Activator in Enzyme-catalyzed Reactions (86 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
stimulates isoform 11beta-HSD1 reductase activity in liver but not in testis
-
activation
-
400% activation at 4 mM
-
activates
-
10 mM, activates
-
4.8 mM, 1.5fold increase in activity at 2 mM fructose 6-phosphate, 2fold increase at 4 mM fructose 6-phosphate, in vitro
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activation
-
activates
-
1.4 mM, 30°C, pH 7.5, 109% relative activity with phosphorylase a as substrate
-
0.25 mM, activates
-
activates
-
0.005 M, relative activity 111%
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activates enzyme from mesenteric lymph nodes
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activates
-

Inhibitor in Enzyme-catalyzed Reactions (115 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
competitive inhibition with respect to D-fructose 6-phosphate, noncompetitive inhibition with respect to NADH
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2% inhibition at 50 mM
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high concentrations inhibit the NADP+-linked reaction in the dual wavelength assay (a method employing a mixture of one coenzyme and the thionicotinamide analog of the other coenzyme). Such inhibition is not observed in conventional assays using either NADP+ or thionicotinamide-NADP+
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strong inhibition
-
high concentrations
-
slight inhibition
-
1 mM, about 50% loss of activity
-
weak inhibition
-
weak
-
erythrocytes
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competitive
-
67% residual activity at 5 mM
-
50% inhibition at 0.045 mM
-
10 mM, 89% of initial activity
-
mixed-type inhibition, more than one inhibitor molecule binds to proteinase K
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competitive
-
5 mM, 25% inhibition
-
competitive
competitive inhibition
-
10 mM, 11% inhibition
-
poor, competitive with respect to mannose 6-phosphate
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the beta-anomer is preferred as substrate, the alpha-anomer is an inhibitor
-
37.5% inhibition at 2.5 mM
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3D Structure of Enzyme-Ligand-Complex (PDB) (12 results)

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (159 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
5.4
-
pH 7.5, 42°C
192
-
pH 7.5, 70°C, wild-type enzyme
0.45
-
pH 6.5, 30°C
70
-
-
700
-
enzyme in disrupted microsomes

KM Value (397 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
113
-
-
5.4
-
pH 7.5, 42°C
0.00008
-
pH 7.5, 70°C, wild-type enzyme
0.3
-
-
16
-
pH 7.2, 37°C, isomerization catalyzed by C-terminal domain
0.6
-
pH 6.7, 85°C
0.1
2
pH 6.5, 30°C
1.49
-
-
0.25
0.5
-
1.71
-
-

Ki Value (31 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.1053
-
pH 7.6, temperature not specified in the publication
2.6
-
-
0.56
-
wild type enzyme
0.019
-
pH 7.1, 37°C
0.3
-
-

IC50 Value (2 results)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
0.0083
-
versus N-acetyl-D-glucosamine 6-phosphate, pH 7.3, 37°C
10
-
at pH 7.3 and 37°C

References & Links