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A9545

Sigma-Aldrich

4-Aminophenyl β-D-galactopyranoside

≥98% (TLC), β-galactosidase substrate

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About This Item

Fórmula empírica (notación de Hill):
C12H17NO6
Número de CAS:
5094-33-7
Peso molecular:
271.27
MDL number:
MFCD00067362
UNSPSC Code:
12352201
PubChem Substance ID:
24891470
NACRES:
NA.25

Quality Level

200

assay

≥98% (TLC)

form

powder

optical activity

[α]/D -42.00 to -34.00°, c = 9.00-11.00 mg/mL in water

technique(s)

thin layer chromatography (TLC): suitable

color

white to yellow cast

solubility

water: 49.00-51.00 mg/mL, clear, colorless to yellow

storage temp.

−20°C

SMILES string

Nc1ccc(OC2OC(CO)C(O)C(O)C2O)cc1

InChI

1S/C12H17NO6/c13-6-1-3-7(4-2-6)18-12-11(17)10(16)9(15)8(5-14)19-12/h1-4,8-12,14-17H,5,13H2

InChI key

MIAKOEWBCMPCQR-UHFFFAOYSA-N

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Application

4-Aminophenyl β-D-galactopyranoside (PAPG, 4-APG) is used as a substrate for the development of β-galactosidase(s) (GUS)-dependent assay systems via the formation of an electroactive product. It may be used to create affinity matricies for the capture or purification of β-galactosidase(s).

Other Notes

To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Nan Li et al.
Analytical chemistry, 85(20), 9699-9704 (2013-08-29)
Cancer is a major global health challenge that would benefit from advances in screening methods for early detection that are rapid and low cost. TF-antigen is a tumor-associated antigen displayed on cell surface proteins of a high percentage of human
D M Belen'kiĭ et al.
Biokhimiia (Moscow, Russia), 48(5), 851-856 (1983-05-01)
The antibodies were prepared from antisera of rabbits immunized with bovine serum albumin containing covalently bound p-aminophenyl-beta-D-galactopyranoside (APG) and purified by affinity chromatography on APG-containing ovalbumin immobilized by BrCN-activated Sepharose 4B. The antibodies possessed a selective specificity for APG and
Eva Baldrich et al.
Analytical chemistry, 83(6), 2097-2103 (2011-02-18)
n-Acyl homoserine lactones (AHLs) are produced by gram-negative bacteria to regulate gene expression in a cell density dependent manner. For instance, expression of virulence factors by pathogens such as Pseudomonas aeruginosa is induced only when a threshold concentration of AHLs
M Naoi et al.
Journal of neurochemistry, 47(6), 1879-1884 (1986-12-01)
Using a synthesized glycoprotein, beta-galactosidase modified with p-aminophenyl beta-D-galactopyranoside (beta-D-Gal beta-gal), the incorporation of the glycoprotein into bovine brain synaptosomes was studied. The uptake was mediated by a specific receptor to beta-D-galactoside, and was inhibited by GM1 ganglioside. The uptake
Ardhendu K Mandal et al.
Journal of drug targeting, 13(5), 305-315 (2005-10-04)
Rats were administered a single dose of plant origin phenolic antioxidant Quercetin (QC) in free, liposome encapsulated and galactosylated liposome encapsulated forms 2 h prior to hepatotoxic dose of carbontetrachloride (CCl4, 40% v/v in olive oil, 1 ml/kg b.wt). Among
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