Ligand 4-nitrophenyl-beta-D-glucopyranoside

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Basic Ligand Information

Molecular Structure
Picture of 4-nitrophenyl-beta-D-glucopyranoside (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C12H15NO8
4-nitrophenyl-beta-D-glucopyranoside
IFBHRQDFSNCLOZ-RMPHRYRLSA-N
Synonyms:
(4-nitrophenyl)-beta-D-glucopyranoside, 4-nitrophenyl-beta-D-glucopyranose, 4-nitrophenyl-beta-D-glucose, 4-nitrophenyl-beta-D-glucoside, 4-nitrophenyl-beta-glucopyranoside, 4-nitrophenyl beta-D-glucopyranose, 4-nitrophenyl beta-D-glucopyranoside, 4-nitrophenyl beta-D-glucose, 4-nitrophenyl beta-D-glucoside, 4-nitrophenyl beta-glucopyranoside, 4-nitrophenyl glucopyranoside, Glcbeta-p-nitrophenol, p-nitro-phenyl-beta-D-glucopyranoside, p-nitrophenol-beta-D-glucopyranoside, p-nitrophenol-beta-D-glucoside, p-nitrophenol-beta-glucoside, p-nitrophenol beta-D-glucopyranoside, p-nitrophenyl-beta-D-glucopyranose, p-nitrophenyl-beta-D-glucopyranoside, p-nitrophenyl-beta-D-glucose, p-nitrophenyl-beta-D-glucoside, p-nitrophenyl-beta-glucopyranoside, p-nitrophenyl-beta-glucoside, p-nitrophenyl-glucose, p-nitrophenyl beta-D-glucopyranoside, p-nitrophenyl beta-D-glucoside, p-nitrophenyl beta-glucopyranoside, p-nitrophenyl beta-glucoside

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
4-nitrophenyl beta-D-glucoside + H2O = beta-D-glucose + 4-nitrophenol
show the reaction diagram
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Substrate in Enzyme-catalyzed Reactions (172 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
malonyl-CoA + p-nitrophenyl beta-D-glucopyranoside = CoA + p-nitrophenyl 6-O-malonyl-beta-D-glucopyranoside
show the reaction diagram
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acetyl-CoA + 4-nitrophenyl beta-D-glucopyranoside = CoA + 4-nitrophenyl 6-O-acetyl-beta-D-glucopyranoside
show the reaction diagram
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beta-cyclodextrin + 4-nitrophenyl-beta-D-glucopyranose = ?
show the reaction diagram
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alpha-D-glucose 1-phosphate + p-nitrophenyl-beta-D-glucoside = ?
show the reaction diagram
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UDP-N-acetyl-alpha-D-galactosamine + 4-nitrophenyl-beta-D-glucose = ?
show the reaction diagram
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4-nitrophenyl beta-D-glucoside + alpha-D-glucose 1-phosphate = ? + phosphate
show the reaction diagram
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UDP-alpha-D-galactose + 4-nitrophenyl beta-D-glucopyranoside = ?
show the reaction diagram
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phosphatidylglycerol + p-nitrophenyl-beta-D-glucoside = sn-1,2-diacylglycerol + p-nitrophenyl-beta-D-glucoside-6-phosphoglycerol
show the reaction diagram
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4-nitrophenyl beta-D-glucopyranoside + vinyl acetate = 4-nitrophenyl 3-O-acetyl-beta-D-glucopyranoside + vinyl alcohol
show the reaction diagram
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4-nitrophenyl beta-D-glucopyranoside + H2O = 4-nitrophenol + D-glucopyranose
show the reaction diagram
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p-nitrophenyl-beta-glucoside + H2O = p-nitrophenol + beta-D-glucose
show the reaction diagram
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H2O + p-nitrophenyl-beta-D-glucoside = beta-D-glucose + p-nitrophenol
show the reaction diagram
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4-nitrophenyl beta-D-glucopyranoside + H2O = 4-nitrophenol + D-glucose
show the reaction diagram
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4-nitrophenyl beta-D-glucopyranoside + H2O = 4-nitrophenol + D-glucopyranose
show the reaction diagram
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4-nitrophenyl beta-D-glucopyranoside + H2O = 4-nitrophenol + beta-D-glucopyranose
show the reaction diagram
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4-nitrophenyl beta-D-glucoside + H2O = 4-nitrophenol + beta-D-glucose
show the reaction diagram
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4-nitrophenyl beta-D-glucoside + H2O = 4-nitrophenol + D-glucose
show the reaction diagram
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p-nitrophenyl-beta-D-glucopyranoside + H2O = D-glucopyranose + p-nitrophenol
show the reaction diagram
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Man-beta-(1-4)GlcNAc-beta-(1-4)GlcNAc-peptide + p-nitrophenyl-beta-D-glucoside = Man-beta-(1-4)GlcNAc-beta-(1-4)Glc-beta-1-p-nitrophenyl + GlcNAc-peptide
show the reaction diagram
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4-nitrophenyl beta-D-glucoside + H2O = 4-nitrophenol + beta-D-glucose
show the reaction diagram
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4-nitrophenyl-beta-D-glucopyranoside + H2O = 4-nitrophenol + D-glucose
show the reaction diagram
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p-nitrophenyl-beta-D-glucopyranoside + H2O = beta-D-glucopyranose + p-nitrophenol
show the reaction diagram
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4-nitrophenyl-beta-D-glucopyranoside + H2O = 4-nitrophenol + D-glucopyranose
show the reaction diagram
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4-nitrophenyl-beta-D-glucopyranoside + H2O = 4-nitrophenol + beta-D-glucopyranose
show the reaction diagram
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4-nitrophenyl beta-D-glucopyranoside + H2O = 4-nitrophenol + beta-D-glucopyranose
show the reaction diagram
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4-nitrophenyl beta-D-glucopyranoside + H2O = 4-nitrophenol + D-glucopyranose
show the reaction diagram
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4-nitrophenyl beta-D-glucopyranoside + H2O = 4-nitrophenol + D-glucopyranose
show the reaction diagram
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p-nitrophenyl-beta-D-glucopyranoside + H2O = D-glucose + p-nitrophenol
show the reaction diagram
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alpha-laminaribiosyl fluoride + 4-nitrophenyl-beta-D-glucopyranoside = 4-nitrophenyl-beta-D-Glc-(1-3)-beta-D-Glc-(1-4)-beta-D-Glc + F-
show the reaction diagram
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p-nitrophenyl-beta-D-glucoside + H2O = 4-nitrophenol + beta-D-glucose
show the reaction diagram
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p-nitrophenyl-beta-D-glucoside + H2O = ?
show the reaction diagram
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4-nitrophenyl beta-D-glucopyranoside + H2O = 4-nitrophenol + D-glucopyranose
show the reaction diagram
-
4-nitrophenyl beta-D-glucopyranoside + H2O = 4-nitrophenol + beta-D-glucopyranose
show the reaction diagram
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4-nitrophenyl beta-D-glucopyranoside + H2O = 4-nitrophenol + D-glucose
show the reaction diagram
-
4-nitrophenyl beta-D-glucopyranoside + H2O = 4-nitrophenol + D-glucopyranose
show the reaction diagram
-
4-nitrophenyl beta-D-glucopyranoside + H2O = 4-nitrophenol + D-glucopyranose
show the reaction diagram
-
4-nitrophenyl beta-D-glucopyranoside + H2O = 4-nitrophenol + D-glucopyranose
show the reaction diagram
-
4-nitrophenyl beta-D-glucopyranoside + H2O = 4-nitrophenol + D-glucose
show the reaction diagram
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p-nitrophenyl-beta-D-glucoside + H2O = p-nitrophenol + beta-D-glucose
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (26 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
UDP-glucose + 4-nitrophenol = UDP + (4-nitrophenyl)-beta-D-glucopyranoside
show the reaction diagram
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4-nitrophenyl cellotrioside + H2O = cellobiose + 4-nitrophenyl beta-D-glucoside
show the reaction diagram
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4-nitrophenyl beta-D-cellobioside + H2O = 4-nitrophenyl beta-D-glucoside + D-glucose
show the reaction diagram
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Inhibitor in Enzyme-catalyzed Reactions (18 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
E 192, 55% inhibition
-
competitive inhibition of beta-D-fucosidase
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inhibits mutant D223G
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3D Structure of Enzyme-Ligand-Complex (PDB) (2 results)

EC NUMBER
ENZYME 3D STRUCTURE

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (286 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
1.84
-
acetyl donor: acetyl-CoA
19.6
-
pH 6.5, 45°C
13.8
-
pH 6.0, 30°C
13.8
-
isoform EGCrP2, at pH 6.0 and 37°C
0.095
-
-
10.4
-
-
0.19
-
pH 7.0, 37°C
6292
-
recombinant enzyme, pH 6.5, 30°C
9.15
-
pH 4.0, 60°C
0.071
-
pH 5.0, 50°C
14.6
-
pH 5.5, 90°C
79
-
pH 6.0, 90°C

KM Value (525 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
15.54
-
pH 8.5, 50°C
0.64
-
pH 6.5, 45°C
0.817
-
pH 6.0, 30°C
3.39
-
30°C, pH 6
0.817
-
isoform EGCrP2, at pH 6.0 and 37°C
47
-
pH 5.5, 40°C
4.5
-
pH 7.0, 37°C
1.8
-
pH 4.8, 37°C
4.2
-
pH 7.0, 37°C
14.66
-
recombinant enzyme, pH 6.5, 30°C
11.5
-
-
0.8
-
pH 4.0, 60°C
4.1
-
-
0.21
-
pH 7.0, 40°C
0.47
-
pH 4.5, 37°C
0.318
-
pH 5.5, 90°C
0.35
-
pH 6.0, 90°C

Ki Value (3 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
1.7
-
pH 6.5, 37°C, mutant D223G

References & Links