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Ligand 4-nitrophenyl N-acetyl-beta-D-glucosaminide

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Basic Ligand Information

Molecular Structure
Picture of 4-nitrophenyl N-acetyl-beta-D-glucosaminide (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C14H18N2O8
4-nitrophenyl N-acetyl-beta-D-glucosaminide
OMRLTNCLYHKQCK-DHGKCCLASA-N
Synonyms:
1-O-(4-nitrophenyl) beta-D-GlcpNAc, 4-nitrophenyl-2-acetamido-2-deoxy-beta-D-glucopyranoside, 4-nitrophenyl-beta-D-GlcNAc, 4-nitrophenyl-beta-D-N-acetylglucosamine, 4-nitrophenyl-beta-N-acetyl-D-glucosaminide, 4-nitrophenyl-N-acetyl-beta-D-glucosaminide, 4-nitrophenyl 2-(acetylamino)-2-deoxy-beta-D-glucopyranoside, 4-nitrophenyl 2-acetamido-2-deoxy-beta-D-glucopyranose, 4-nitrophenyl 2-acetamido-2-deoxy-beta-D-glucopyranoside, 4-nitrophenyl 2-acetamido-2-deoxy-beta-D-glucosaminide, 4-nitrophenyl beta-D-GlcNAc, 4-nitrophenyl beta-D-N-acetyl-glucosamine, 4-nitrophenyl beta-D-N-acetylglucosamine, 4-nitrophenyl beta-N-acetyl-D-glucosamine, 4-nitrophenyl beta-N-acetyl-D-glucosaminide, 4-nitrophenyl beta-N-acetylglucosaminide, 4-nitrophenyl N-acetyl-beta-D-glucosamine, 4-nitrophenyl N-acetyl-D-glucosamine, GlcNAc-4-nitrophenol, GlcNAcbeta-p-nitrophenol, p-nitrophenyl-2-acetamido-2-deoxy-beta-D-glucopyranoside, p-nitrophenyl-2-acetoamide-2-deoxyamide-2-deoxy-beta-D-N-acetylglucosamide, p-nitrophenyl-beta-D-N-acetylglucosaminide, p-nitrophenyl-beta-N-acetyl-D-glucosaminide, p-nitrophenyl-beta-N-acetyl-D-glucosaminoside, p-nitrophenyl-beta-N-acetylglucosaminopyranoside, p-nitrophenyl-N-acetyl-beta-D-glucosamine, p-nitrophenyl-N-acetyl-beta-D-glucosaminide, p-nitrophenyl-N-acetyl-D-glucosamine, p-nitrophenyl-N-acetylglucosaminide, p-nitrophenyl 2-acetamido-2-deoxy-beta-glucoside, p-nitrophenyl N-acetyl-beta-D-glucosaminide, pNP-beta-GlcNAc

Roles as Enzyme Ligand

Substrate in Enzyme-catalyzed Reactions (53 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
UDPgalactose + p-nitrophenyl N-acetyl-beta-D-glucosaminide = UDP + beta-D-galactosyl-1,4-N-acetyl-beta-D-glucosaminide-1-O-nitrophenol
show the reaction diagram
-
UDP-galactose + 1-O-(4-nitrophenyl) beta-D-GlcpNAc = UDP + 1-O-(4-nitrophenyl) 4-O-beta-D-Galp-beta-D-GlcpNAc
show the reaction diagram
-
N-acetyl-alpha-D-glucosamine 1-phosphate + 4-nitrophenyl N-acetyl-beta-D-glucosaminide = 4-nitrophenyl N,N'-diacetylchitobioside + phosphate
show the reaction diagram
-
H2O + p-nitrophenyl-beta-N-acetyl-D-glucosaminoside = beta-N-acetyl-D-glucosamine + p-nitrophenol
show the reaction diagram
-
p-nitrophenyl-beta-D-N-acetylglucosaminide + H2O = p-nitrophenol + beta-D-N-acetylglucosamine
show the reaction diagram
-
4-nitrophenyl N-acetyl-beta-D-glucosaminide + H2O = 4-nitrophenol + N-acetyl-beta-D-glucosamine
show the reaction diagram
-
4-nitrophenyl beta-N-acetylglucosaminide + H2O = beta-N-acetylglucosamine + 4-nitrophenol
show the reaction diagram
-
4-nitrophenyl-N-acetyl-beta-D-glucosaminide + H2O = 4-nitrophenol + N-acetyl-beta-D-glucosaminide
show the reaction diagram
-
4-nitrophenyl beta-D-GlcNAc + H2O = 4-nitrophenol + beta-D-GlcNAc
show the reaction diagram
-

Product in Enzyme-catalyzed Reactions (6 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
4-nitrophenyl sulfate + 4-nitrophenyl beta-D-N-acetyl-glucosamine-6-sulfate ester = 4-nitrophenyl beta-D-N-acetyl-glucosamine + ?
show the reaction diagram
-
Fuc-alpha-(1-6)-GlcNAc-4-nitrophenol + H2O = alpha-L-fucose + GlcNAc-4-nitrophenol
show the reaction diagram
-

Activator in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
presence at a concentration 50 times that of Hg2+, Ag+, thimerosal or p-hydroxymercuribenzoate reduces loss of glucosaminidase-activity by 20.5%
-

Inhibitor in Enzyme-catalyzed Reactions (4 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
competitively inhibits the transfer of galactose to glycoprotein substrates
-
competitively inhibits the transfer of galactose to glycoprotein substrates
-
substrate inhibition, noncompetitive
-

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (60 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE

KM Value (115 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.66
-
-

Ki Value (2 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.65
-
pH 7.5, 37°C
4
-
pH 3.0, 20°C

References & Links

Links to other databases for 4-nitrophenyl N-acetyl-beta-D-glucosaminide

ChEBI
PubChem
ChEBI
PubChem