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  • N9376
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N9376

Sigma-Aldrich

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

≥99% (TLC)

Synonym(s):
4-Nitrophenyl 2-acetamido-2-deoxy-β-D-glucopyranoside
Empirical Formula (Hill Notation):
C14H18N2O8
CAS Number:
Molecular Weight:
342.30
Beilstein:
96193
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.32

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

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1 of 4

This Item
N875969585M2133
assay

≥99% (TLC)

assay

≥98%

assay

≥99.0% (TLC)

assay

≥98% (TLC)

form

powder

form

powder

form

powder

form

powder

solubility

water: 5 mg/mL, clear, colorless to very faintly yellow

solubility

warm ethanol: acetic acid (1:1): 20 mg/mL, clear, colorless to faintly yellow

solubility

DMF: 20 mg/mL, clear, colorless

solubility

DMF: 20 mg/mL, clear, colorless to faintly yellow

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

Quality Level

300

Quality Level

100

Quality Level

100

Quality Level

200

impurities

≤0.05% Free p-nitrophenol

impurities

-

impurities

≤0.1% free 4-methylumbelliferone

impurities

-

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.

Substrates

Chromogenic substrate for N-acetyl-glucosaminidase.

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

Enter Lot Number to search for Certificate of Analysis (COA).

Certificate of Origin

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