β-Gentiobiose

β-Gentiobiose

β-Gentiobiose is a disaccharide composed of two D-glucose units linked by a β(1→6) glycosidic bond. It is a naturally occurring carbohydrate found in various plants, particularly in gentian species, and has applications in biochemistry and microbiology.

Chemical Properties

• CAS Number: 554-91-6
• MDL No.: MFCD00064905
• Catalog Number: A830673
• EINECS: Not available
• Molecular Formula: C₁₂H₂₂O₁₁
• Molecular Weight: 342.30 g/mol
• Boiling Point: 397.76 °C
• Melting Point: 192–193 °C
• Flash Point: Not specified
• Density: 1.4149 g/cm³
• Appearance: White to off-white crystalline powder
• Storage Conditions: Store at 2–8 °C for long-term stability (months).

Physical Characteristics

β-Gentiobiose typically appears as a white to off-white crystalline powder and is slightly soluble in water. It has a melting point range of 192–193 °C, indicating its stability under moderate heat.

Biological Significance

1. Substrate for Enzymatic Reactions:
   • β-Gentiobiose serves as a substrate for various enzymes, including glycosidases and glycosyltransferases, which are essential for carbohydrate metabolism and biosynthesis.
2. Role in Microbial Studies:
   • It is used in microbiological assays to differentiate microorganisms based on their ability to metabolize specific carbohydrates, aiding in the identification of bacterial species.
3. Prebiotic Properties:
   • β-Gentiobiose may act as a prebiotic, promoting the growth of beneficial gut bacteria and contributing to overall gut health.
4. Research Applications:
   • Utilized in studies investigating carbohydrate interactions and binding assays, particularly those involving β-glucans and other polysaccharides.

Synthesis and Purification

β-Gentiobiose can be synthesized through enzymatic methods or extracted from natural sources. For purification, recrystallization techniques using solvents like methanol or ethanol are commonly employed.

Safety Profile

While specific safety data for β-gentiobiose may be limited, standard laboratory safety protocols should be followed when handling this compound. Use appropriate personal protective equipment (PPE) to minimize exposure.

Conclusion

β-Gentiobiose (CAS No. 554-91-6) is an important disaccharide with applications in biochemistry, microbiology, and nutrition. Its role as a substrate in enzymatic reactions and its potential prebiotic effects make it valuable for research and health-related studies.

Citations:

1. https://www.chemicalbook.com/ChemicalProductProperty_EN_CB0315621.htm
2. https://pubchem.ncbi.nlm.nih.gov/compound/beta-Gentiobiose
3. https://www.scbt.com/p/beta-gentiobiose-554-91-6
4. https://www.ottokemi.com/carbohydrates-a-to-z/b-gentiobiose-for-biochemistry-85.aspx
5. https://pubchem.ncbi.nlm.nih.gov/compound/gentiobiose
6. https://www.sigmaaldrich.com/IN/en/product/sigma/g3000
7. https://en.wikipedia.org/wiki/Gentiobiose
8. https://www.glentham.com/en/products/product/GC7177/