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Ligand 4-nitrophenyl-beta-D-galactoside

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Basic Ligand Information

Molecular Structure
Picture of 4-nitrophenyl-beta-D-galactoside (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C12H15NO8
4-nitrophenyl-beta-D-galactoside
IFBHRQDFSNCLOZ-YBXAARCKSA-N
Synonyms:
4-nitrophenyl-beta-D-galactopyranose, 4-nitrophenyl-beta-D-galactopyranoside, 4-nitrophenyl beta-D-galactopyranoside, 4-nitrophenyl beta-D-galactose, 4-nitrophenyl beta-D-galactoside, 4-nitrophenyl beta-D-galactoside[side 1], 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
-
UDP-galactose + Galbeta-p-nitrophenol = ?
show the reaction diagram
-
UDP-galactose + beta-D-galactosyl-O-4-nitrophenyl = UDP + beta-D-galactosyl-1,3-beta-D-galactose-O-4-nitrophenyl
show the reaction diagram
-
UDP-galactose + p-nitrophenyl-beta-D-galactoside = UDP + ?
show the reaction diagram
CMP-N-acetylneuraminate + Galbeta-4-nitrophenyl = ?
show the reaction diagram
-
CMP-N-acetylneuraminate + p-nitrophenyl-beta-D-galactoside = CMP + alpha-sialosyl-(2-6)-p-nitrophenyl-beta-D-galactoside
show the reaction diagram
-
[protein]-Npi-phospho-L-histidine + 4-nitrophenyl beta-D-galactoside[side 1] = [protein]-L-histidine + 4-nitrophenyl beta-D-galactoside 6'-phosphate[side 2]
show the reaction diagram
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4-nitrophenyl beta-D-galactopyranoside + H2O = beta-D-galactopyranose + 4-nitrophenol
show the reaction diagram
-
p-nitrophenyl-beta-galactoside + H2O = p-nitrophenol + beta-D-galactose
show the reaction diagram
-
4-nitrophenyl beta-D-galactopyranoside + H2O = 4-nitrophenol + D-galactose
show the reaction diagram
-
4-nitrophenyl beta-D-galactopyranoside + H2O = 4-nitrophenol + beta-D-galactopyranose
show the reaction diagram
-
p-nitrophenyl-beta-D-galactopyranoside + H2O = D-galactopyranose + p-nitrophenol
show the reaction diagram
-
p-nitrophenyl-beta-galactoside + H2O = p-nitrophenol + beta-galactose
show the reaction diagram
-
4-nitrophenyl beta-D-galactopyranoside + H2O = 4-nitrophenol + beta-D-galactopyranose
show the reaction diagram
-
p-nitrophenyl-beta-D-galactopyranoside + H2O = p-nitrophenol + beta-D-galactopyranose
show the reaction diagram
-
4-nitrophenyl beta-D-galactoside + H2O = 4-nitrophenol + beta-D-galactose
show the reaction diagram
-
4-nitrophenyl beta-D-galactopyranoside + H2O = 4-nitrophenol + D-galactose
show the reaction diagram
-
4-nitrophenyl beta-D-galactopyranoside + H2O = 4-nitrophenol + beta-D-galactopyranose
show the reaction diagram
-
p-nitrophenyl-beta-D-galactopyranoside + H2O = ?
show the reaction diagram
-
p-nitrophenyl-beta-D-galactoside + H2O = p-nitrophenol + galactose
show the reaction diagram
-
4-nitrophenyl beta-D-galactopyranoside + H2O = 4-nitrophenol + D-galactopyranose
show the reaction diagram
-
transferrin + 4-nitrophenyl-beta-D-galactoside = ?
show the reaction diagram
-
4-nitrophenyl beta-D-galactopyranoside + H2O = 4-nitrophenol + beta-D-galactopyranose
show the reaction diagram
-
4-nitrophenyl beta-D-galactopyranoside + H2O = 4-nitrophenol + D-galactopyranose
show the reaction diagram
-
4-nitrophenyl beta-D-galactopyranoside + H2O = 4-nitrophenol + beta-D-galactopyranose
show the reaction diagram
-
4-nitrophenyl beta-D-galactopyranoside + H2O = 4-nitrophenol + D-galactose
show the reaction diagram
-
p-nitrophenyl-beta-D-galactoside + H2O = p-nitrophenol + beta-D-galactose
show the reaction diagram
-

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
-

Activator in Enzyme-catalyzed Reactions (1 result)

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

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
-
pH 6.5, 30°C
0.017
-
-
123
-
pH 4.0, 37°C
255
-
wild type enzyme without N-terminal tag, at pH 5.5 and 60°C
9.01
-
pH 5.5, 90°C
3270
-
pH 6.5, 80°C
123
-
pH 6.0, 90°C

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, 30°C
0.3
-
pH 4.0, 37°C
16.3
-
wild type enzyme without N-terminal tag, at pH 5.5 and 60°C
22.3
-
-
1.45
-
pH 5.5, 90°C
34.6
-
pH 6.5, 80°C
1.3
-
pH 6.0, 90°C

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-galactoside

ChEBI
PubChem
ChEBI
PubChem