β-Naphthyl β-D-Glucopyranoside

β-Naphthyl β-D-Glucopyranoside

β-Naphthyl β-D-glucopyranoside is a glycoside compound that plays a significant role in biochemical research and applications. Below is a comprehensive overview of its properties, applications, and safety information.

Chemical Properties

• CAS Number: 33993-25-8
• MDL Number: MFCD00004056
• Molecular Formula: C16H18O6
• Molecular Weight: 306.31 g/mol
• Boiling Point: 568 °C
• Melting Point: 196-198 °C
• Flash Point: 297 °C
• Density: 1.454 g/cm³
• Solubility: Soluble in ethyl acetate and methanol.

Structural Information

β-Naphthyl β-D-glucopyranoside features a naphthalene ring attached to a glucopyranoside moiety. This structure contributes to its biological activity and makes it useful in various research applications.

Biological Activities

The compound exhibits several important biological functions:

1. Enzyme Substrate: It serves as a substrate for various glycosidases, facilitating studies on enzyme kinetics and carbohydrate metabolism.
2. Cell Biology Applications: Utilized in cell culture studies to examine carbohydrate uptake and metabolism, providing insights into cellular signaling pathways.
3. Fluorescent Probes: It can be modified to develop fluorescent probes for imaging biological molecules in live cells.
4. Drug Development: It aids in designing glycosylated drugs, enhancing their bioavailability and specificity.

Applications

β-Naphthyl β-D-glucopyranoside is widely used in:

• Biochemical Research: Investigating enzyme activity and carbohydrate interactions.
• Pharmaceutical Development: Enhancing drug formulations through glycosylation.
• Food Science: Studying sugar interactions and flavor development.

Safety Information

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

1. Storage Conditions: Store under inert atmosphere at -20 °C to maintain stability.
2. Handling Precautions: Use appropriate personal protective equipment (PPE) such as gloves and goggles when handling the compound.
3. First Aid Measures:
   • Inhalation: Move to fresh air; seek medical attention if symptoms persist.
   • Skin Contact: Wash with soap and water; consult a physician if irritation occurs.
   • Eye Contact: Rinse eyes thoroughly with water for at least 15 minutes; seek medical help if irritation develops.
   • Ingestion: Do not induce vomiting; rinse mouth with water and seek immediate medical assistance.

Synonyms

The compound is known by several alternative names, including:

• β-Naphthyl β-D-galactopyranoside
• 2-Naphthyl β-D-glucopyranoside
• Naphthalenyl β-D-glucopyranoside

This detailed description highlights the significance of β-Naphthyl β-D-glucopyranoside in scientific research, emphasizing its chemical properties, biological activities, applications, and safety considerations.

Citations:

1. https://www.chemicalbook.com/ChemicalProductProperty_US_CB4853521.aspx
2. https://goldbio.com/collection/enzyme-substrates
3. https://www.chemicalbook.com/ChemicalProductProperty_EN_CB4853521.htm?N=Japan
4. https://www.chemimpex.com/fr/products/21204
5. https://pubchem.ncbi.nlm.nih.gov/compound/2-Naphthyl-beta-D-glucopyranoside
6. https://www.biosynth.com/p/EN03302/33993-25-8-2-naphthyl-b-d-galactopyranoside
7. https://www.medchemexpress.com/cas/33993-25-8.html
8. https://www.hairuichem.com/en/product/33993-25-8.html
9. https://www.alfa-chemistry.com/product/2-naphthyl-beta-d-galactopyranoside-cas-33993-25-8-134490.html
10. https://www.bocsci.com/tag/monosaccharides-565.html?page=324
11. https://www.chemicalbook.in/product/2-naphthyl-beta-d-galactopyranoside-4853521
12. https://nudgeserver.mycafe24.com/product/%CE%B2-naphthyl-%CE%B2-d-glucopyranoside/
13. https://m.chem960.com/lang_zh_tw/cas_33993258/
14. https://www.scbt.com/p/2-naphthyl-beta-d-galactopyranoside-33993-25-8
15. https://www.chemsrc.com/en/cas/15572-30-2_588533.html