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Merck
CN

N9003

4-Nitrophenyl N-acetyl-β-D-galactosaminide

≥98%

Synonym(s):

4-Nitrophenyl 2-acetamido-2-deoxy-β-D-galactopyranoside, p-Nitrophenyl N-acetyl-β-D-galactosaminide

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About This Item

Empirical Formula (Hill Notation):
C14H18N2O8
CAS Number:
14948-96-0
Molecular Weight:
342.30
UNSPSC Code:
12352204
NACRES:
NA.28
PubChem Substance ID:
24897884
EC Number:
239-024-3
Beilstein/REAXYS Number:
96194
MDL number:
MFCD00067360

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InChI key

OMRLTNCLYHKQCK-RKQHYHRCSA-N

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

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

assay

≥98%

form

powder

solubility

DMF: 50 mg/mL

storage temp.

−20°C

Quality Level

200

General description

4-Nitrophenyl N-acetyl-β-D-galactosaminide is a chromogenic substrate for enzymes N-acetyl-β-D-galactosaminidase and N-Acetyl-β-D-hexosaminidase. It is membrane-permeable and serves as a substrate for the enzyme 6-sulfotransferase in Golgi vesicles.

Application

4-Nitrophenyl N-acetyl-β-D-galactosaminide has been used:
  • as a synthetic substrate in the glycosyl hydrolase assay of Yersinia pseudotuberculosis protein
  • as a substrate in -β-hexosaminidase assay in adenocarcinomic human alveolar basal epithelial cells A549
  • as a substrate for N-acetyl-β-D-galactosaminidase assay in rat kidney tissue extracts

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000532777
0000532776
0000532778
0000532778
0000532777

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Loss of a biofilm-inhibiting glycosyl hydrolase during the emergence of Yersinia pestis
Erickson DL, et al.
Journal of Bacteriology, 190(24), 8163-8170 (2008)
Lysosomal enzymes are decreased in the kidney of diabetic rats
Peres GB, et al.
Biochimica et Biophysica Acta (BBA)-Molecular Basis of Disease, 1832(1), 85-95 (2013)
Involvement of lysosomal exocytosis in the excretion of mesoporous silica nanoparticles and enhancement of the drug delivery effect by exocytosis inhibition
Yanes RE, et al.
Small, 9(5), 697-704 (2013)
Heterologous expression and characterization of an N-acetyl-beta-D-hexosaminidase from Lactococcus lactis ssp. lactis IL1403
Nguyen HA, et al.
Journal of Agricultural and Food Chemistry, 60(12), 3275-3281 (2012)
R D Roer et al.
Comparative biochemistry and physiology. Part B, Biochemistry & molecular biology, 128(4), 683-690 (2001-04-06)
We have previously demonstrated a marked change in sugar moieties of glycoproteins of the cuticle of the blue crab, Callinectes sapidus, between 0.5 and 3 h post-ecdysis. The present study has identified a glycosidase that appears in the cuticle during
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