N4264

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

Name: 4-Nitrophenyl N-acetyl-α-<SC>D</SC>-galactosaminide
Brand: SIGMA
Price: 175 USD
Availability: InStock

galactosaminide substrate, ≥98% (TLC), powder

Synonym(s):

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

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5 MG

$175.00

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$261.00

25 MG

$560.00

50 MG

$972.00

$175.00

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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

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Show Differences

1 of 4

This Item	N0877	N8759	N9376
Sigma-Aldrich N4264 4-Nitrophenyl N-acetyl-α-D-galactosaminide	Sigma-Aldrich N0877 4-Nitrophenyl α-D-galactopyranoside	Sigma-Aldrich N8759 4-Nitrophenyl N-acetyl-α-D-glucosaminide	Sigma-Aldrich N9376 4-Nitrophenyl N-acetyl-β-D-glucosaminide
assay ≥98% (TLC)	assay ≥99% (TLC)	assay ≥98%	assay ≥99% (TLC)
solubility DMF: 25 mg/mL, clear, colorless to faintly yellow	solubility methanol: 100 mg/mL, clear to very slightly hazy	solubility warm ethanol: acetic acid (1:1): 20 mg/mL, clear, colorless to faintly yellow	solubility water: 5 mg/mL, clear, colorless to very faintly yellow
Quality Level 200	Quality Level 200	Quality Level 100	Quality Level 300
form powder	form powder	form powder	form powder
storage temp. −20°C	storage temp. −20°C	storage temp. −20°C	storage temp. −20°C

Biochem/physiol Actions

4-Nitrophenyl N-acetyl-α-D-galactosaminide serves as a chromogenic synthetic substrate for lysosomal enzyme α-N-acetylgalactosaminidase[1] to perform enzyme assays.[2] Upon cleavage the substrate forms a yellow color solution of p-nitrophenol that can be measured at 400nm at pH 10.6.[1]

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Detachment of Actinobacillus actinomycetemcomitans biofilm cells by an endogenous beta-hexosaminidase activity.

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

Multiple exo-glycosidases in human serum as detected with the substrate DNP-α-GalNAc. I. A new assay for lysosomal α-N-acetylgalactosaminidase.

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

Beta-hexosaminidase activities and isoenzymes in normal human ovary and ovarian adenocarcinoma.

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

Inactivation kinetics of beta-N-acetyl-D-glucosaminidase from green crab (Scylla serrata) in dioxane solution.

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

Glycosidase activity in the post-ecdysial cuticle of the blue crab, Callinectes sapidus.

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