N9376
4-Nitrophenyl N-acetyl-β-D-glucosaminide
chromogenic, ≥99% (TLC), powder
Synonym(s):
4-Nitrophenyl 2-acetamido-2-deoxy-β-D-glucopyranoside
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About This Item
Empirical Formula (Hill Notation):
C14H18N2O8
CAS Number:
Molecular Weight:
342.30
NACRES:
NA.32
PubChem Substance ID:
UNSPSC Code:
12352204
EC Number:
222-398-7
MDL number:
Beilstein/REAXYS Number:
96193
Product Name
4-Nitrophenyl N-acetyl-β-D-glucosaminide, ≥99% (TLC)
Quality Level
assay
≥99% (TLC)
form
powder
impurities
≤0.05% Free p-nitrophenol
solubility
water: 5 mg/mL, clear, colorless to very faintly yellow
storage temp.
−20°C
SMILES string
CC(=O)N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1Oc2ccc(cc2)[N+]([O-])=O
InChI
1S/C14H18N2O8/c1-7(18)15-11-13(20)12(19)10(6-17)24-14(11)23-9-4-2-8(3-5-9)16(21)22/h2-5,10-14,17,19-20H,6H2,1H3,(H,15,18)/t10-,11-,12-,13-,14-/m1/s1
InChI key
OMRLTNCLYHKQCK-DHGKCCLASA-N
General description
Chromogenic substrate for N-acetyl-glucosaminidase.
Application
N-acetyl-β-D-glucosaminidase (NAG) has been used:
- as a substrate to assay N-acetyl-β-D-glucosaminidase (NAG)
- as a substrate to study chitinase ChiB1 activity
- to assess degranulation using rat basophilic leukemia (RBL)-2H3 cells
Biochem/physiol Actions
4-Nitrophenyl N-acetyl-β-D-glucosaminide (NP-GlcNAc) is a widely used hexosaminidase substrate. Enzymatic action cleaves the glycosidic bond and forms 4-nitrophenolate (pNP) which is measured at 405 nm. NP-GlcNAc can also be used in combination with diethylaminoethyl-a-cyclodextrin (DEn-CD) for a rapid and accurate rate assay method for b-N-acetylglucosaminidase. The cyclodextrin derivative is used as an additive to ionize 4-nitrophenol to yellow-colored 4-nitrophenoxide at a pH near 5, the pH optimum for the enzyme.
Storage Class
11 - Combustible Solids
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Related Content
A O Ilesanmi
African journal of medicine and medical sciences, 26(1-2), 87-89 (1997-03-01)
Using a chromogenic substrate for the lysosomal enzyme, hexosaminidase to estimate cell numbers, a sensitive, simple, and non-radioactive procedure has been previously developed (1) in which microtiter reaction wells are directly scanned using a spectrophotometer. The applications of this method
Andrzej Temeriusz et al.
Carbohydrate research, 341(15), 2581-2590 (2006-09-05)
The X-ray diffraction analysis of N-o-nitrophenyl-2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosylamine (1), N-m-nitrophenyl-2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosylamines, N-p-nitrophenyl-2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosylamines, and their N-acetyl derivatives was performed. The sugar moieties always adopt (4)C1 conformations, however, due to crystal packing forces they are always slightly distorted. It was found that except N-acetyl, N-m-nitrophenyl-2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosylamine
Ken-ichi Kanno et al.
Lab on a chip, 2(1), 15-18 (2004-04-22)
Glycosidase-promoted hydrolysis was performed in a microreaction channel. The result was compared with the reaction in a micro-test tube. Transgalactosylation on p-nitrophenyl-2-acetamide-2-deoxy-beta-D-glucopyranoside was also examined in a microreaction channel, because transglycosylation is a useful method for oligosaccharide synthesis. We examined
Global Trade Item Number
| SKU | GTIN |
|---|---|
| N9376-10MG | 04061831159837 |
| N9376-1G | 04061835516209 |
| N9376-250MG | 04061835558193 |
| N9376-100MG | 04061835518210 |
| N9376-500MG | 04061834118794 |
| N9376-50MG | 04061831159844 |