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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)

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Sebastian Buchinger et al.
Analytica chimica acta, 659(1-2), 122-128 (2010-01-28)
Electrochemical signal detection can be readily integrated in biosensors and is thus an attractive alternative to optical detection methods. In the field of environmental chemistry and ecotoxicology there is a growing demand for lab-independent devices based on whole cell biosensors
D P Sarkar et al.
Immunological communications, 11(3), 175-188 (1982-01-01)
Negatively-charged, multilamellar liposomes, covalently coupled with p-aminophenyl-beta-D-galactopyranoside, elicited the rabbits a nearly equivalent anti-galactosyl immune response in both the presence and the absence of complete Freund's-adjuvant (CFA). The antibody response obtained using liposomes both as the carrier and adjuvant was
Olivier Laczka et al.
Analytica chimica acta, 641(1-2), 1-6 (2009-04-28)
Here a novel electrochemical method for the rapid detection of anti-HIV antibodies in serum is presented. The novelty lies in the combination of allosteric enzymes and coulometry to yield a fast, simple and reliable HIV diagnostic method. We have used
[p-Aminophenyl-beta-D-galactopyranoside as an antigenic determinant in neoglycoproteins].
D M Belen'kiĭ
Molekuliarnaia biologiia, 17(1), 54-61 (1983-01-01)
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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