Ligand 4-nitrophenyl beta-D-galactopyranoside

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Basic Ligand Information

Molecular Structure
Picture of 4-nitrophenyl beta-D-galactopyranoside (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C12H15NO8
4-nitrophenyl beta-D-galactopyranoside
IFBHRQDFSNCLOZ-YBXAARCKSA-N
Synonyms:
4-nitrophenyl-beta-D-galactopyranose, 4-nitrophenyl-beta-D-galactopyranoside, 4-nitrophenyl-beta-D-galactoside, 4-nitrophenyl beta-D-galactose, 4-nitrophenyl beta-D-galactoside, 4-nitrophenyl beta-galactopyranoside, beta-D-galactosyl-O-4-nitrophenyl, beta-galactosyl-4-nitrophenol, Galbeta-4-nitrophenyl, Galbeta-p-nitrophenol, nitrophenyl-beta-D-galactoside, nitrophenyl beta-D-galactoside, p-nitrophenol-beta-D-galactopyranoside, p-nitrophenol-beta-D-galactoside, p-nitrophenyl-beta-D-galactopyranoside, p-nitrophenyl-beta-D-galactoside, p-nitrophenyl-beta-galactoside, p-nitrophenyl beta-D-galactopyranoside, p-nitrophenyl beta-D-galactoside, p-nitrophenyl beta-galactoside

Roles as Enzyme Ligand

Substrate in Enzyme-catalyzed Reactions (98 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
p-nitrophenyl beta-D-galactoside + O2 = 1-O-(p-nitrophenyl)-beta-D-galactohexodialdose + H2O2
show the reaction diagram
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UDP-galactose + Galbeta-p-nitrophenol = ?
show the reaction diagram
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UDP-galactose + beta-D-galactosyl-O-4-nitrophenyl = UDP + beta-D-galactosyl-1,3-beta-D-galactose-O-4-nitrophenyl
show the reaction diagram
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UDP-galactose + p-nitrophenyl-beta-D-galactoside = UDP + ?
show the reaction diagram
CMP-N-acetylneuraminate + Galbeta-4-nitrophenyl = ?
show the reaction diagram
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CMP-N-acetylneuraminate + p-nitrophenyl-beta-D-galactoside = CMP + alpha-sialosyl-(2-6)-p-nitrophenyl-beta-D-galactoside
show the reaction diagram
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4-nitrophenyl beta-D-galactopyranoside + H2O = beta-D-galactopyranose + 4-nitrophenol
show the reaction diagram
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p-nitrophenyl-beta-galactoside + H2O = p-nitrophenol + beta-D-galactose
show the reaction diagram
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4-nitrophenyl beta-D-galactopyranoside + H2O = 4-nitrophenol + D-galactose
show the reaction diagram
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4-nitrophenyl beta-D-galactopyranoside + H2O = 4-nitrophenol + beta-D-galactopyranose
show the reaction diagram
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p-nitrophenyl-beta-D-galactopyranoside + H2O = D-galactopyranose + p-nitrophenol
show the reaction diagram
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p-nitrophenyl-beta-galactoside + H2O = p-nitrophenol + beta-galactose
show the reaction diagram
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4-nitrophenyl beta-D-galactopyranoside + H2O = 4-nitrophenol + beta-D-galactopyranose
show the reaction diagram
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p-nitrophenyl-beta-D-galactopyranoside + H2O = p-nitrophenol + beta-D-galactopyranose
show the reaction diagram
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4-nitrophenyl beta-D-galactoside + H2O = 4-nitrophenol + beta-D-galactose
show the reaction diagram
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4-nitrophenyl beta-D-galactopyranoside + H2O = 4-nitrophenol + D-galactose
show the reaction diagram
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4-nitrophenyl beta-D-galactopyranoside + H2O = 4-nitrophenol + beta-D-galactopyranose
show the reaction diagram
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p-nitrophenyl-beta-D-galactopyranoside + H2O = ?
show the reaction diagram
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p-nitrophenyl-beta-D-galactoside + H2O = p-nitrophenol + galactose
show the reaction diagram
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4-nitrophenyl beta-D-galactopyranoside + H2O = 4-nitrophenol + D-galactopyranose
show the reaction diagram
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transferrin + 4-nitrophenyl-beta-D-galactoside = ?
show the reaction diagram
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4-nitrophenyl beta-D-galactopyranoside + H2O = 4-nitrophenol + beta-D-galactopyranose
show the reaction diagram
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4-nitrophenyl beta-D-galactopyranoside + H2O = 4-nitrophenol + D-galactopyranose
show the reaction diagram
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4-nitrophenyl beta-D-galactopyranoside + H2O = 4-nitrophenol + beta-D-galactopyranose
show the reaction diagram
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4-nitrophenyl beta-D-galactopyranoside + H2O = 4-nitrophenol + D-galactose
show the reaction diagram
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p-nitrophenyl-beta-D-galactoside + H2O = p-nitrophenol + beta-D-galactose
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (5 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
Fuc-alpha-(1-2)-Gal-beta-4-nitrophenol + H2O = alpha-L-fucose + beta-galactosyl-4-nitrophenol
show the reaction diagram
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Activator in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
at low and intermediate temperatures (from 25C to 50C), the enzyme displays an inhibition by excess substrate and at high temperature (70 and 80C) an activation, for 4-nitrophenyl-beta-D-galactopyranoside as substrate
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Inhibitor in Enzyme-catalyzed Reactions (3 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
25% inhibition at 3 mM
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at low and intermediate temperatures (from 25C to 50C), the enzyme displays an inhibition by excess substrate and at high temperature (70 and 80C) an activation, for 4-nitrophenyl-beta-D-galactopyranoside as substrate
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3D Structure of Enzyme-Ligand-Complex (PDB) (5 results)

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (141 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
1.1
-
10 mM MnCl2, 0.3 mM UDP-galactose
46.6
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pH 6.5, 30C
0.017
-
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123
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pH 4.0, 37C
255
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wild type enzyme without N-terminal tag, at pH 5.5 and 60C
9.01
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pH 5.5, 90C
3270
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pH 6.5, 80C
123
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pH 6.0, 90C

KM Value (201 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
1
-
10 mM MnCl2, 0.3 mM UDP-galactose
4
-
pH 6.5, 30C
0.3
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pH 4.0, 37C
16.3
-
wild type enzyme without N-terminal tag, at pH 5.5 and 60C
22.3
-
-
1.45
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pH 5.5, 90C
34.6
-
pH 6.5, 80C
1.3
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pH 6.0, 90C

Ki Value (1 result)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.7
-
hydrolysis of 4-methylumbellipheryl beta-D-galactoside

References & Links

Links to other databases for 4-nitrophenyl beta-D-galactopyranoside

ChEBI
PubChem
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PubChem