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Merck
CN

N4264

4-Nitrophenyl N-acetyl-α-D-galactosaminide

galactosaminide substrate, ≥98% (TLC), powder

Synonym(s):

p-Nitrophenyl 2-acetamido-2-deoxy-α-D-galactopyranoside

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About This Item

Empirical Formula (Hill Notation):
C14H18N2O8
CAS Number:
23646-68-6
Molecular Weight:
342.30
NACRES:
NA.32
PubChem Substance ID:
24897699
UNSPSC Code:
12352204
EC Number:
245-802-3
MDL number:
MFCD00065476

Key Documents

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Product Name

4-Nitrophenyl N-acetyl-α-D-galactosaminide, substrate for N-acetyl-α-D-galactosaminidase

InChI key

OMRLTNCLYHKQCK-RGDJUOJXSA-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% (TLC)

form

powder

solubility

DMF: 25 mg/mL, clear, colorless to faintly yellow

storage temp.

−20°C

Quality Level

200

Biochem/physiol Actions

4-Nitrophenyl N-acetyl-α-D-galactosaminide serves as a chromogenic synthetic substrate for lysosomal enzyme α-N-acetylgalactosaminidase to perform enzyme assays. Upon cleavage the substrate forms a yellow color solution of p-nitrophenol that can be measured at 400nm at pH 10.6.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000326217
0000326218
0000326218
0000326217
SLCQ5912

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Simon P J Albracht et al.
BBA clinical, 8, 84-89 (2017-10-25)
This paper presents a new assay to determine the activity of the lysosomal enzyme α-N-acetylgalactosaminidase (Naga, EC 3.2.1.49) in human serum. It is based on the use of a new chromogenic substrate, DNP-α-GalNAc (2,4-dinitrophenyl-N-acetyl-α-D-galactosaminide) and is performed at pH 4.3 and
Jeffrey B Kaplan et al.
Journal of bacteriology, 185(16), 4693-4698 (2003-08-05)
When cultured in broth, fresh clinical isolates of the gram-negative periodontal pathogen Actinobacillus actinomycetemcomitans form tenaciously adherent biofilm colonies on surfaces such as plastic and glass. These biofilm colonies release adherent cells into the medium, and the released cells can
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
E Kamst et al.
Biochemistry, 38(13), 4045-4052 (1999-04-09)
Lipochitin oligosaccharides are organogenesis-inducing signal molecules produced by rhizobia to establish the formation of nitrogen-fixing root nodules in leguminous plants. Chitin oligosaccharide biosynthesis by the Mesorhizobium loti nodulation protein NodC was studied in vitro using membrane fractions of an Escherichia
K Koga et al.
Agricultural and biological chemistry, 55(11), 2817-2823 (1991-11-01)
beta-N-Acetylhexosaminidase was produced by Trichoderma harzianum cultivated with chitin as the growth substrate. The enzyme was purified 13.2-fold to homogeneity by ultrafiltration and sequential chromatography on SP-Toyopearl and Sephacryl S-200. The molecular weight of the enzyme was estimated to be
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