N9376
4-Nitrophenyl N-acetyl-β-D-glucosaminide
chromogenic, ≥99% (TLC), powder
Synonym(s):
4-Nitrophenyl 2-acetamido-2-deoxy-β-D-glucopyranoside
Sign In to View Organizational & Contract Pricing.
Select a Size
Change View
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)
Choose from one of the most recent versions:
Already Own This Product?
Find documentation for the products that you have recently purchased in the Document Library.
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
Jin-Jin Xie et al.
International journal of biological macromolecules, 39(4-5), 159-164 (2006-07-04)
Chemical modification of p-chloromercuribenzoate (PCMB) on beta-N-acetyl-d-glucosaminidase (NAGase, EC 3.2.1.52) from green crab (Scylla serrata) has been studied. The results show that sulfhydryl group is essential for the activity of the enzyme. Inhibitory kinetics of the enzyme by mercuric chloride
Global Trade Item Number
| SKU | GTIN |
|---|---|
| N9376-10MG | 04061831159837 |
| N9376-1G | 04061835516209 |
| N9376-250MG | 04061835558193 |
| N9376-100MG | 04061835518210 |
| N9376-500MG | 04061834118794 |
| N9376-50MG | 04061831159844 |