4-Nitrophenyl α-D-glucopyranoside

4-Nitrophenyl α-D-glucopyranoside

4-Nitrophenyl α-D-glucopyranoside (CAS No. 3767-28-0) is a chromogenic substrate widely utilized in biochemical assays, particularly for measuring the activity of α-glucosidase enzymes. Below is a detailed description of its chemical and physical properties, applications, and safety considerations.

Chemical Identification

• CAS Registry Number: 3767-28-0
• MDL Number: MFCD00064088
• Catalog Number: A874035 (98% purity)
• Molecular Formula: C12H15NO8\text{C}_{12}\text{H}_{15}\text{N}\text{O}_8C12H15NO8
• Molecular Weight: 301.25 g/mol
• IUPAC Name: 4-nitrophenyl 2-(hydroxymethyl)-2,3,4,5-tetrahydroxy-6-(hydroxymethyl)oxane-3,4-diol
• Synonyms: p-Nitrophenyl α-D-glucoside

Physical Properties

Chemical Properties

4-Nitrophenyl α-D-glucopyranoside is a stable compound under normal conditions but may hydrolyze in aqueous solutions. It features a nitrophenyl group that provides chromogenic properties, allowing for colorimetric detection of enzymatic activity.

Applications

1. Enzymatic Assays: Commonly used as a substrate for α-glucosidase assays; upon hydrolysis, it releases p-nitrophenol, which can be quantified colorimetrically.
2. Biochemical Research: Utilized to study carbohydrate metabolism and enzyme kinetics in various biological systems.
3. Pharmaceutical Development: Investigated for its role in drug formulations targeting glycosidase enzymes.

Safety and Handling

• Hazards:
  • H315: Causes skin irritation.
  • H319: Causes serious eye irritation.
  • H335: May cause respiratory irritation.
• Precautions:
  • Use personal protective equipment (PPE) such as gloves and goggles.
  • Handle in a well-ventilated area and store at -20 °C to maintain stability.

Key Notes

• Purity: Available at 98% purity (Catalog No. A874035).
• The compound’s melting point indicates its thermal stability and suitability for various experimental conditions.
• Regulatory status includes listings in chemical databases for research use.

This compound’s utility in enzymatic assays and biochemical research underscores its significance in both academic and industrial applications.

Citations:

1. https://www.sigmaaldrich.com/IN/en/product/sigma/n1377
2. https://www.srlchemicals.com/products/compound/p-Nitrophenyl-a-D-Glucopyranoside-extrapure–98-/12735
3. https://pubchem.ncbi.nlm.nih.gov/compound/4-Nitrophenyl-alpha-D-glucopyranoside
4. https://www.sigmaaldrich.com/IN/en/product/mm/487506
5. https://www.himedialabs.com/us/rm10294-4-nitrophenyl-a-d-glucopyranoside.html
6. https://pubchem.ncbi.nlm.nih.gov/compound/4-Nitrophenyl-beta-D-glucopyranoside
7. https://www.medchemexpress.com/4-nitrophenyl-a-d-glucopyranoside.html
8. https://www.srlchem.com/product/details/25/12735/p-Nitrophenyl-a-D-Glucopyranoside-extrapure-98