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BRENDA support

Ligand 1-O-(4-coumaroyl)-beta-D-glucose

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Basic Ligand Information

Molecular Structure
Picture of 1-O-(4-coumaroyl)-beta-D-glucose (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C15H18O8
1-O-(4-coumaroyl)-beta-D-glucose
DSNCQKUYZOSARM-QVLXMGEUSA-N
Synonyms:
1-(4-coumaroyl)-D-glucose, 1-(p-coumaroyl)-beta-D-glucose, 1-(p-coumaroyl)-glucose, 1-O-(4-coumaroyl)-beta-D-glucoside, 1-O-(4-hydroxycinnamoyl)-beta-D-glucose, 1-O-(4-hydroxycinnamoyl)-beta-D-glucoside, 1-O-4-coumaroyl-beta-D-glucose, 1-O-p-coumaroyl-beta-D-glucose, 1-O-[4-coumaroyl]-beta-D-glucopyranose, 4-coumaroyl beta-D-glucoside, 4-coumaryl beta-D-glucoside, p-coumaroyl-beta-1-D-glucose, p-coumaroyl-beta-D-glucose, p-coumaroyl-beta-D-glucoside, p-coumaroyl-D-glucose, p-coumaroyl beta-D-glucose, p-coumaroylglucose
Pathway Source
Pathways
MetaCyc
2-O-acetyl-3-O-trans-coutarate biosynthesis, acylated cyanidin galactoside biosynthesis, amaranthin biosynthesis, lampranthin biosynthesis, ternatin C3 biosynthesis

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (2 results)

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EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
1-O-(4-hydroxycinnamoyl)-beta-D-glucoside + cyanidin 3-O-(6-O-beta-D-glucosyl-2-O-beta-D-xylosyl-beta-D-galactoside) = beta-D-glucose + cyanidin 3-O-[6-O-(6-O-4-hydroxycinnamoyl-beta-D-glucosyl)-2-O-beta-D-xylosyl-beta-D-galactoside]
show the reaction diagram
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1-O-(4-coumaroyl)-beta-D-glucose + cyanidin 3-O-[2-O-(2-O-(sinapoyl)-beta-D-xylosyl)-6-O-(6-(4-coumaroyl))-beta-D-glucoside] 5-O-[6-O-(malonyl)-beta-D-glucoside] = 4-coumarate + cyanidin 3-O-[2-O-(2-O-(sinapoyl)-beta-D-xylosyl)-6-O-(6-(4-O-beta-D-glucosyl)-4-coumaroyl)-beta-D-glucoside] 5-O-[6-O-(malonyl)-beta-D-glucoside]
show the reaction diagram
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In Vivo Product in Enzyme-catalyzed Reactions (1 result)

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EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
UDP-glucose + 4-coumarate = UDP + 4-coumaroyl beta-D-glucoside
show the reaction diagram
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Substrate in Enzyme-catalyzed Reactions (11 results)

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EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
1-(p-coumaroyl)-beta-D-glucose + 1-(p-coumaroyl)-beta-D-glucose = 1,2-di-O-p-coumaroyl-beta-D-glucopyranose + D-glucose
show the reaction diagram
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p-coumaroyl-beta-D-glucose + choline = beta-D-glucose + coumaroylcholine
show the reaction diagram
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1-O-(4-coumaroyl)-beta-D-glucose + L-malate = D-glucose + 4-coumaroyl-L-malate
show the reaction diagram
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1-O-4-coumaroyl-beta-D-glucose + cyanidin 3-O-beta-D-glucoside = 4-coumarate + cyanidin 3,5-di-O-beta-D-glucoside
show the reaction diagram
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1-O-(4-coumaroyl)-beta-D-glucose + cyanidin 3-O-[2-O-(2-O-(sinapoyl)-beta-D-xylosyl)-6-O-(6-(4-coumaroyl))-beta-D-glucoside] 5-O-[6-O-(malonyl)-beta-D-glucoside] = 4-coumarate + cyanidin 3-O-[2-O-(2-O-(sinapoyl)-beta-D-xylosyl)-6-O-(6-(4-O-beta-D-glucosyl)-4-coumaroyl)-beta-D-glucoside] 5-O-[6-O-(malonyl)-beta-D-glucoside]
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (10 results)

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EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
UDPglucose + p-coumaric acid = UDP + p-coumaroyl-beta-1-D-glucose
show the reaction diagram
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UDPglucose + p-coumaric acid = UDP + p-coumaroyl-beta-D-glucose + 4-O-glucosyl-p-coumaric acid
show the reaction diagram
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UDP-glucose + p-coumarate = UDP + 1-O-p-coumaroyl-beta-D-glucose
show the reaction diagram
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UDP-glucose + 4-coumaric acid = UDP + 1-O-[4-coumaroyl]-beta-D-glucopyranose
show the reaction diagram
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3D Structure of Enzyme-Ligand-Complex (PDB) (1 result)

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EC NUMBER
ENZYME 3D STRUCTURE

Enzyme Kinetic Parameters

KM Value (2 results)

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EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.58
-
-
1.9
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pH 7.0, 30°C

References & Links

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Links to other databases for 1-O-(4-coumaroyl)-beta-D-glucose

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ChEBI
PubChem
ChEBI
PubChem