Ligand 1-O-galloyl-beta-D-glucose

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Basic Ligand Information

Molecular Structure
Picture of 1-O-galloyl-beta-D-glucose (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C13H16O10
1-O-galloyl-beta-D-glucose
GDVRUDXLQBVIKP-HQHREHCSSA-N
Synonyms:
1-galloyl-beta-D-glucose, beta-glucogallin

Roles as Enzyme Ligand

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

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
1-O-galloyl-beta-D-glucose + 1-O-galloyl-beta-D-glucose = 1,6-di-O-galloyl-beta-D-glucose + D-glucose
show the reaction diagram
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In Vivo Product in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
UDPglucose + gallate = UDP + 1-O-galloyl-beta-D-glucose
show the reaction diagram
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Substrate in Enzyme-catalyzed Reactions (4 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
1-O-galloyl-beta-D-glucose + 1,2,3,6-tetra-O-galloyl-beta-D-glucose = D-glucose + 1,2,3,4,6-penta-O-galloyl-beta-D-glucose
show the reaction diagram
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1-O-galloyl-beta-D-glucose + H2O = gallic acid + beta-D-glucose
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
UDPglucose + gallate = UDP + 1-O-galloyl-beta-D-glucose
show the reaction diagram
-

Inhibitor in Enzyme-catalyzed Reactions (3 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
i.e. beta-glucogallin or BGG, a major component of the Emblica officinalis medicinal plant, and a stable, potent, and specific inhibitor of aldose reductase, noncompetitive inhibition through binding the active site of AKR1B1, occupying both the anionic and the specificity pockets
-
about 15% inhibition at 1 mM, 34.4% inhibition at 5 mM
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Enzyme Kinetic Parameters

KM Value (4 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
2.3
-
-
66.7
-
-

IC50 Value (1 result)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
0.008
-
pH and temperature not specified in the publication

References & Links

Links to other databases for 1-O-galloyl-beta-D-glucose

ChEBI
PubChem
ChEBI
PubChem