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N4264

Sigma-Aldrich

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:
Molecular Weight:
342.30
EC Number:
MDL number:
UNSPSC Code:
12352204
PubChem Substance ID:
NACRES:
NA.32

product name

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

assay

≥98% (TLC)

form

powder

solubility

DMF: 25 mg/mL, clear, colorless to 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-RGDJUOJXSA-N

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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificates of Analysis (COA)

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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
O Habuchi et al.
The Journal of biological chemistry, 260(24), 13102-13108 (1985-10-25)
Chick embryo chondrocyte microsomes containing intact Golgi vesicles took up 3'-phosphoadenosine-5'-phospho[35S]sulfate ([35S]PAPS) in a time- and temperature-dependent, substrate-saturable manner. When [35S]PAPS and p-nitrophenyl-N-acetyl-beta-D-galactosaminide (pNP-GalNAc) were added to the incubation in the absence of detergent, the microsomes catalyzed the transfer of
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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