N9376

4-Nitrophenyl N-acetyl-β-D-glucosaminide

chromogenic, ≥99% (TLC), powder

• Synonyme(s) : 4-Nitrophenyl 2-acetamido-2-deoxy-β-D-glucopyranoside
• Formule empirique (notation de Hill): C₁₄H₁₈N₂O₈
• Numéro CAS: 3459-18-5
• Poids moléculaire : 342.30
• Numéro Beilstein : 96193
• Numéro CE : 222-398-7
• Numéro MDL: MFCD00063696
• Code UNSPSC : 12352204
• ID de substance PubChem : 24897896
• Nomenclature NACRES : NA.32

Propriétés

• product name: 4-Nitrophenyl N-acetyl-β-D-glucosaminide, ≥99% (TLC)
• Pureté: ≥99% (TLC)
• Forme: powder
• Impuretés: ≤0.05% Free p-nitrophenol
• Solubilité: water: 5 mg/mL, clear, colorless to very faintly yellow
• Température de stockage: −20°C
• Chaîne SMILES: 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
• Clé InChI: OMRLTNCLYHKQCK-DHGKCCLASA-N

Description

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

Actions biochimiques/physiologiques

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.

Substrats

Chromogenic substrate for N-acetyl-glucosaminidase.

Informations sur la sécurité

• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: Eyeshields, Gloves, type N95 (US)