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A9545

Sigma-Aldrich

4-Aminophenyl β-D-galactopyranoside

≥98% (TLC), β-galactosidase substrate

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About This Item

Empirical Formula (Hill Notation):
C12H17NO6
CAS Number:
5094-33-7
Molecular Weight:
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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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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
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
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
D M Belen'kiĭ et al.
Biokhimiia (Moscow, Russia), 47(7), 1141-1146 (1982-07-01)
Chemical modification of the COOH-groups of acid alpha-glucosidase from human liver by 1-ethyl-3 (3'-dimethylaminopropyl) carbodiimide. HCl in the presence of rho-aminophenyl-beta-D-galactopyranoside was carried out. The presence of covalently bound galactose derivative in the enzyme was followed by changes in the
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