Ligand 2-deoxy-D-glucose

Please wait a moment until all data is loaded. This message will disappear when all data is loaded.

Basic Ligand Information

Molecular Structure
Picture of 2-deoxy-D-glucose (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C6H12O5
2-deoxy-D-glucose
PMMURAAUARKVCB-KAZBKCHUSA-N
Synonyms:
2-deoxy-D-arabino-hexose, 2-deoxy-D-arabinohexose, 2-deoxy-D-mannose, 2-deoxyglucose, 2-desoxy-D-glucose, D-2-deoxyglucose, deoxyglucose

Roles as Enzyme Ligand

In Vivo Product in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
H2O + a 2-deoxy-alpha-D-glucoside = 2-deoxy-D-glucose + an alcohol
show the reaction diagram
-

Substrate in Enzyme-catalyzed Reactions (62 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
2-deoxy-D-glucose + NADP+ = 2-deoxy-D-glucono-1,5-lactone + NADPH + H+
show the reaction diagram
-
2-deoxy-D-glucose + NADP+ = 2-deoxy-D-glucono-1,5-lactone + NADPH + H+
show the reaction diagram
-
2-deoxy-D-glucose + NADPH + H+ = ?
show the reaction diagram
-
2-deoxy-D-glucose + NADP+ + H2O = ?
show the reaction diagram
-
2-deoxy-D-glucose + O2 = 2-deoxy-D-glucono-1,5-lactone + H2O2
show the reaction diagram
-
2-deoxy-D-glucose + 2,6-dichlorophenol indophenol = 2-deoxy-D-glucono-1,5-lactone + reduced 2,6-dichlorophenol indophenol
show the reaction diagram
-
2-Deoxy-D-glucose + D-fructose = ?
show the reaction diagram
-
2-deoxy-D-glucose + oxidized 2,6-dichlorophenolindophenol = 2-deoxy-D-glucono-1,5-lactone + reduced 2,6-dichlorophenolindophenol
show the reaction diagram
-
2-deoxy-D-glucose + NADP+ = 2-deoxy-D-glucono-1,5-lactone + NADPH + H+
show the reaction diagram
-
starch + 2-deoxy-D-glucose = ?
show the reaction diagram
-
starch + 2-deoxy-D-glucose = ?
show the reaction diagram
-
2-deoxy-D-glucose + alpha-D-mannose 1-phosphate = 4-O-beta-D-mannopyranosyl-2-deoxy-D-glucopyranose + phosphate
show the reaction diagram
-
alpha-D-glucose 1-phosphate + 2-deoxy-D-glucose = ?
show the reaction diagram
-
ATP + 2-deoxy-D-glucose = ADP + 2-deoxy-D-glucose 6-phosphate
show the reaction diagram
-
ATP + 2-deoxy-D-glucose = ADP + 2-deoxy-alpha-D-glucose 1-phosphate
show the reaction diagram
-
ATP + 2-deoxy-D-glucose = ADP + 2-deoxy-D-glucose 6-phosphate
show the reaction diagram
-
phosphoramidate + 2-deoxy-D-glucose = 2-deoxy-D-glucose 1-phosphate + NH3
show the reaction diagram
-
2-deoxy-D-glucose + diphosphate = ?
show the reaction diagram
-
2-deoxy-D-glucose + pyruvate = ?
show the reaction diagram
-
2-Deoxy-D-glucose + alpha-D-glucose 1-phosphate = D-Glucose + 2-deoxy-D-glucose 6-phosphate
show the reaction diagram
-

Product in Enzyme-catalyzed Reactions (7 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
2-Deoxy-D-glucose 6-phosphate + H2O = 2-Deoxy-D-glucose + phosphate
show the reaction diagram
-
-
2-Deoxy-D-glucose 6-phosphate + H2O = 2-Deoxy-D-glucose + phosphate
show the reaction diagram
-
-
2-Deoxy-D-glucose 6-phosphate + H2O = 2-Deoxy-D-glucose + phosphate
show the reaction diagram
-
-
2-Deoxy-D-glucose 6-phosphate + H2O = 2-Deoxy-D-glucose + phosphate
show the reaction diagram
-
2-Deoxy-D-glucose 6-phosphate + H2O = 2-Deoxy-D-glucose + phosphate
show the reaction diagram
-

Activator in Enzyme-catalyzed Reactions (5 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
blocks glucose utilization and increases the intracellular AMP concentration, activation is suppressed by compound C
-
activation substrate p-nitrophenyl-alpha-D-glucoside
-
0.01 M, relative activity 140%
-

Inhibitor in Enzyme-catalyzed Reactions (18 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
0.4 M, 68% inhibition
-
inhibits the Gb3S promoter activity in dose dependent manner
-
25-30% inhibition at 20 mM
-
inhibitor of isoform EIICBAGlc1
-
slight
-
competitive
-

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (26 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
22
-
-
6.8
-
pH 7.0, 25C, NADPH-dependent monospecific xylose reductase, cofactor: NADPH
0.27
-
-
11.7
-
apparent value, pH 6.5, 37C, synthetic reaction, cosubstrate alpha-D-mannose 1-phosphate
1
-
pH 6.0, 40C, reverse reaction

KM Value (73 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
54
-
-
500
-
-
0.058
-
pH 7.0, 25C, NADPH-dependent monospecific xylose reductase, cofactor: NADPH
4.2
-
pH 6.5
0.65
-
0.1 M ethanolamine buffer at pH 9.4
90.7
-
apparent value, pH 6.5, 37C, synthetic reaction, cosubstrate alpha-D-mannose 1-phosphate
0.7
-
pH 6.0, 40C, reverse reaction

Ki Value (6 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.0397
-
solubilized isoform EIICBAGlc1, at pH 7.5 and 37C
15
-
pH 7.5, 25C

IC50 Value (1 result)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
5.75
-
pH 7.5, temperature not specified in the publication

References & Links

Links to other databases for 2-deoxy-D-glucose

ChEBI
PubChem
-
PubChem