4-Methylumbelliferyl-α-D-galactopyranoside

4-Methylumbelliferyl-α-D-galactopyranoside

4-Methylumbelliferyl-α-D-galactopyranoside is a fluorogenic substrate widely used in biochemical research, particularly for studying α-galactosidase activity. Below is a comprehensive overview of its properties, applications, and safety information.

Chemical Properties

• CAS Number: 38597-12-5
• MDL Number: MFCD00063278
• Molecular Formula: C16H18O8
• Molecular Weight: 338.31 g/mol
• Boiling Point: 626.9 °C at 760 mmHg
• Melting Point: 171-173 °C
• Density: Approximately 1.522 g/cm³ (predicted)
• Solubility: Soluble in hot water (10 mg/mL) and other organic solvents.

Structural Information

4-Methylumbelliferyl-α-D-galactopyranoside features a 4-methylumbelliferyl group attached to an α-D-galactopyranoside moiety. This structure allows it to act as a substrate for α-galactosidase, facilitating the release of fluorescent products upon hydrolysis.

Biological Activities

The compound is primarily recognized for its role as a fluorogenic substrate in various biological assays:

1. Fluorogenic Assay for α-Galactosidase: It is extensively used to characterize novel α-galactosidases by measuring enzyme activity through fluorescence.
2. Cellular Studies: Employed in assays involving cell extracts, lysosomes, and human blood serum to assess α-galactosidase activity.
3. Detection in Physiological Conditions: The hydrolysis product can be detected at physiological pH levels, making it suitable for in vivo studies.

Applications

4-Methylumbelliferyl-α-D-galactopyranoside has several important applications:

• Biochemical Research: Used to study enzyme kinetics and carbohydrate metabolism.
• Clinical Diagnostics: Serves as a diagnostic tool for conditions related to α-galactosidase deficiency, such as Fabry disease.
• Fluorescence Microscopy: Utilized in imaging studies where monitoring enzyme activity is critical.

Safety Information

While specific hazard classifications may vary, general safety precautions should be observed:

1. Storage Conditions: Store in an inert atmosphere at temperatures between 2–8 °C to maintain stability.
2. Handling Precautions: Use appropriate personal protective equipment (PPE), including gloves and goggles, when handling the compound.
3. First Aid Measures:
   • Inhalation: Move to fresh air; seek medical attention if symptoms occur.
   • Skin Contact: Wash thoroughly with soap and water; seek medical advice if irritation persists.
   • Eye Contact: Rinse eyes with water for at least 15 minutes; consult a physician if irritation develops.
   • Ingestion: Do not induce vomiting; rinse mouth and seek immediate medical assistance.

Synonyms

The compound is known by several alternative names, including:

• 4-MU-α-D-Gal
• 4-Methylumbelliferyl galactoside
• MU-Gal

This detailed description highlights the significance of 4-Methylumbelliferyl-α-D-galactopyranoside in scientific research, emphasizing its chemical properties, biological activities, applications, and safety considerations.

Citations:

1. https://www.chemicalbook.in/product/4-methylumbelliferyl-alpha-d-galactopyranoside-8110891
2. https://pubchem.ncbi.nlm.nih.gov/compound/4-Methylumbelliferyl-galactopyranoside
3. https://www.sigmaaldrich.com/IN/en/product/sigma/m7633
4. https://www.rpicorp.com/products/biochemicals/other-enzymes/4-methylumbelliferyl-%CE%B1-d-galactoside-1-g.html
5. https://www.caymanchem.com/product/16551
6. https://www.sigmaaldrich.com/IN/en/product/mm/474422
7. https://www.thermofisher.in/chemicals/shop/products/4-methylumbelliferyl-d-galactopyranoside-hydrate-99-thermo-scientific/p-169073
8. https://www.medchemexpress.com/4-methylumbelliferyl-%CE%B1-d-galactopyranoside.html

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