52571-71-8

Basic information

• Product Name: 3-NITROPHENYL-ALPHA-D-GALACTOPYRANOSIDE
• Synonyms: 3-NITROPHENYL-A-D-GALACTOSIDE;3-NITROPHENYL-ALPHA-D-GALACTOPYRANOSIDE;NITROPHENYL-A-D-GALACTOPYRANOSIDE, 3-;M-NITROPHENYL ALPHA-D-GALACTOPYRANOSIDE;M-NITROPHENYL ALPHA-D-GALACTOSIDE;M-nitrophenyl-A-D-galacto-*pyranoside cryst;3-Nitrophenyla-D-galactopyranoside;M-nitrophenyl-α-D-galacto-*pyranoside cryst
• CAS NO: 52571-71-8
• Molecular Formula: C₁₂H₁₅NO₈
• Molecular Weight: 301.25
• EINECS: 1533716-785-6
• Mol File: 52571-71-8.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 573.5 °C at 760 mmHg
• Flash Point: 300.6 °C
• Appearance: /
• Density: 1.599±0.06 g/cm3 (20 ºC 760 Torr)
• Storage Temp.: −20°C
• CAS DataBase Reference: 3-NITROPHENYL-ALPHA-D-GALACTOPYRANOSIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-NITROPHENYL-ALPHA-D-GALACTOPYRANOSIDE(52571-71-8)
• EPA Substance Registry System: 3-NITROPHENYL-ALPHA-D-GALACTOPYRANOSIDE(52571-71-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26
• WGK Germany: 3
• Hazardous Substances Data: 52571-71-8(Hazardous Substances Data)

Usage

General Description

3-Nitrophenyl-alpha-D-Galactopyranoside is a chemical compound often used in scientific research as a substrate in enzyme assays due to its specific reactivity with certain enzymes. When reacted with alpha-galactosidase, one of the common enzymes it is used with, this compound releases a yellow colored product that can be quantitatively measured to determine enzyme activity. This makes its use important in many areas of biochemistry including genetic disease research, drug development, and other studies involving enzyme activity. Its chemical formula is C12H15NO9, and it carries risks of causing severe eye irritation and may even cause respiratory irritation.

Upstream product

• 25878-60-8 D-galactose pentaacetate 
• 74808-10-9 2,3,4,6-tetra-O-acetyl-D-galactopyranosyl trichloroacetimidate 
• 52571-64-9 Tetra-O-acetyl-m-nitrophenyl-α-D-galactopyranosid 

Relevant articles and documents

Strong Inhibition of Cholera Toxin B Subunit by Affordable, Polymer-Based Multivalent Inhibitors

Cholera is a potentially fatal bacterial infection that affects a large number of people in developing countries. It is caused by the cholera toxin (CT), an AB5 toxin secreted by Vibrio cholera. The toxin comprises a toxic A-subunit and a pentameric B-subunit that bind to the intestinal cell surface. Several monovalent and multivalent inhibitors of the toxin have been synthesized but are too complicated and expensive for practical use in developing countries. Meta-nitrophenyl α-galactoside (MNPG) is a known promising ligand for CT, and here mono- and multivalent compounds based on MNPG were synthesized. We present the synthesis of MNPG in greatly improved yields and its use while linked to a multivalent scaffold. We used economical polymers as multivalent scaffolds, namely, polyacrylamide, dextran, and hyperbranched polyglycerols (hPGs). Copper-catalyzed alkyne azide cycloaddition reaction (CuAAC) produced the inhibitors that were tested in an ELISA-type assay and an intestinal organoid swelling inhibition assay. The inhibitory properties varied widely depending on the type of polymer, and the most potent conjugates showed IC50 values in the nanomolar range.