α-<p-Nitrophenyl>-D-glucopyranosid, CAS No. 2492-87-7

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2492-87-7

Catalog No. EBD2204237

CAS 2492-87-7

Name α-<p-Nitrophenyl>-D-glucopyranosid

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Basic Information

Synonyms: PNPG 4-Nitrophenyl β-D-glucopyranoside beta-d-glucopyranoside,4-nitrophenyl (4-nitro)phenyl-beta-d-glucopyranose 4-nitrophenyl-beta-d-glucopyranoside 4-nitrophenyl-beta-d-glucoside 4-nitrophenyl-beta-d-glukopyranoside 1-o-p-nitrophenyl-d-glucose nitrophenyl-b-d-glucopyranoside,4- pnp-beta-d-glc α-(p-Nitrophenyl)-D-glucopyranosid α--D-glucopyranosid 4-nitrophenylβ-D-glucopyranoside 4-nitrophenylbeta-D-glucopyranoside

Molecular Formula: C12H15NO8

Molecular Weight: 301.25

MDL Number: MFCD00006593

Categories: Medicinal Chemistry > Biochemicals and Life Science Reagents > Saccharides, Nucleosides, and Nucleotides

Product Description:

4-Nitrophenyl β-D-glucopyranoside is a synthetic glycoside derivative where a 4-nitrophenyl group is linked via a β-glycosidic bond to the anomeric carbon of D-glucopyranose. It is a crystalline solid commonly used as a chromogenic substrate for the assay of β-glucosidase and other glycosidase enzymes. The enzymatic hydrolysis of the β-glycosidic bond releases the intensely yellow-colored 4-nitrophenolate ion, allowing for convenient and sensitive spectrophotometric detection of enzyme activity. This compound is a fundamental tool in biochemical and enzymological research, particularly in studies of carbohydrate metabolism, lysosomal storage disorders (e.g., Gaucher's disease), and the characterization of cellulolytic enzymes. Its primary utility lies in its role as a diagnostic reagent and a research probe for glycosidase kinetics and inhibition studies. While it serves as a specialized biochemical reagent, its structure also makes it a relevant example of a synthetic glycoside building block in carbohydrate chemistry.

Physical Properties

Melting Point: 165-168 °C

Boiling Point: 582.2 °C at 760 mmHg

Flash Point: 305.9 °C

Density: 1.599 g/cm3

Refractivity: -102.5 ° (C=1, H2O)

Storage: −20°C

Analytical Data

Appearance: White crystals