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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:
23646-68-6
Molecular Weight:
342.30
EC Number:
245-802-3
MDL number:
MFCD00065476
UNSPSC Code:
12352204
PubChem Substance ID:
24897699
NACRES:
NA.32

product name

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

Quality Level

200

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

Related Categories

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.

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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N-Acetyl-D-galactosamine ≥98% (HPLC)

Sigma-Aldrich

A2795

N-Acetyl-D-galactosamine

4-Nitrophenyl β-D-glucopyranoside ≥98% (TLC)

Sigma-Aldrich

N7006

4-Nitrophenyl β-D-glucopyranoside

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
Jin-Jin Xie et al.
Journal of biomolecular structure & dynamics, 26(4), 509-515 (2008-12-26)
Beta-N-acetyl-D-glucosaminidase (NAGase, EC.3.2.1.52), which catalyzes the cleavage of N-acetylglucosamine polymers, is a composition of chitinase and cooperates with endo-chitinase and exo-chitinase to disintegrate chitin into N-acetylglucosamine (NAG). In this investigation, A NAGase from green crab (Scylla serrata) was purified and
S K Chatterjee et al.
Cancer, 49(1), 128-135 (1982-01-01)
Levels and isoenzyme profiles of beta-hexosaminidase were compared in extracts from normal ovarian and ovarian epithelial tumors. The specific activities of beta-hexosaminidase were significantly (P less than 0.001) higher in malignant than in normal ovarian tissues. The enzyme levels of
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
S Singh et al.
Carbohydrate research, 305(3-4), 363-370 (1998-07-02)
The beta-N-acetylhexosaminidase from Aspergillus oryzae catalysed the transfer of beta-D-N-acetylgalactosaminyl residues from p-nitrophenyl beta-D-N-acetylglucosaminide on to disaccharide acceptors consisting of thioethyl glycosides of alpha-D-Glc-(1-->4)-beta-D-Glc, beta-D-Glc-(1-->4)-beta-D-Glc and beta-D-Glc-(1-->6)-beta-D-Glc. The principle of 'anomeric control' was exemplified by the results which showed that
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