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Merck
CN

A9545

Sigma-Aldrich

4-Aminophenyl β-D-galactopyranoside

β-galactosidase substrate, ≥98% (TLC)

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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

Key Documents

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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

Regulatory Information

涉药品监管产品
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Certificates of Analysis (COA)

Lot/Batch Number
0000292633
0000258267
0000236980
0000258267
0000236980

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Qijing Chen et al.
Journal of controlled release : official journal of the Controlled Release Society, 323, 179-190 (2020-04-26)
Macrophages are attractive therapeutic targets due to their contributions to many pathological processes including cancers, atherosclerosis, obesity, diabetes and other inflammatory diseases. Macrophage-targeted gene therapy is an effective strategy for regulating macrophage function at the site of inflammation to treat
D P Sarkar et al.
Immunological communications, 13(1), 5-13 (1984-01-01)
The kinetics of the immune response to galactosylated liposomes in saline was studied in rabbits. The antibody level in the secondary immunization was found to be higher compared to that in the primary response. The antibodies were purified on an
D M Belenky
Biochimica et biophysica acta, 786(3), 197-203 (1984-05-17)
Human liver acid alpha-glucosidase (1,4-alpha-D-glucan glucohydrolase, EC 3.2.1.3) was modified with water soluble carbodiimide in the presence of p-aminophenyl-beta-D-galactopyranoside. The incorporation of the aminophenyl derivative of galactose into alpha-glucosidase caused some changes in the physiocochemical properties of the enzyme: a
Benoît Limoges et al.
Journal of the American Chemical Society, 128(18), 6014-6015 (2006-05-04)
Electrochemical responses (e.g., chronoamperometric) obtained with an immobilized enzyme that produces an electroactive species may be used to quantitate the amount of enzyme or the concentration of its substrate. It is shown, on theoretical and experimental bases, that product-to-substrate coupling
[p-Aminophenyl-beta-D-galactopyranoside as an antigenic determinant in neoglycoproteins].
D M Belen'kiĭ
Molekuliarnaia biologiia, 17(1), 54-61 (1983-01-01)
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