[(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-methoxyoxan-2-yl] methanesulfonic acid

[(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-methoxyoxan-2-yl] methanesulfonic acid

[(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-methoxyoxan-2-yl]methanesulfonic acid (CAS No. 92225-54-2) is a specialized compound that plays a significant role in carbohydrate chemistry and biochemical research. This compound is characterized by its unique structure, which includes multiple hydroxyl groups and a methanesulfonic acid moiety, making it a valuable reagent for various synthetic applications.

Chemical Properties

• CAS Number: 92225-54-2
• MDL Number: Not available
• EINECS: Not available
• Molecular Formula: C7H14O8S
• Molecular Weight: 258.25 g/mol
• Boiling Point: Not specified
• Melting Point: Not specified
• Appearance: Typically appears as a white to off-white solid

Structure and Composition

The structure of [(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-methoxyoxan-2-yl]methanesulfonic acid features several key components:

1. Methanesulfonic Acid Group: The presence of the methanesulfonic acid (-SO3H) enhances the compound’s solubility in water and its reactivity in various chemical reactions.
2. Hydroxyl Groups: The three hydroxyl groups at positions 3, 4, and 5 contribute to the compound’s high polarity and ability to form hydrogen bonds, making it suitable for biological interactions.
3. Methoxy Group: The methoxy group at position 6 provides additional reactivity and stability to the molecule.
4. Sugar Backbone: The oxan structure provides a carbohydrate framework essential for biological recognition processes.

Applications

[(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-methoxyoxan-2-yl]methanesulfonic acid is utilized in several applications:

Biochemical Research

1. Glycosylation Studies: This compound can serve as a substrate for glycosyltransferases, enabling researchers to study glycosylation pathways and enzyme kinetics.
2. Bioconjugation: The methanesulfonic acid group allows for efficient conjugation with various biomolecules, facilitating the development of glycosylated drugs or diagnostics.

Pharmaceutical Development

1. Drug Design: Its unique structural features make it a candidate for developing glycosylated drugs that require specific targeting mechanisms or enhanced bioactivity.

Chemical Synthesis

1. Intermediate in Synthesis: It can be used as an intermediate in the synthesis of more complex carbohydrate derivatives and glycoconjugates.

Safety and Handling

While specific safety data for [(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-methoxyoxan-2-yl]methanesulfonic acid are not extensively documented, standard laboratory safety practices should be followed:

1. Personal Protective Equipment (PPE): Use gloves, goggles, and lab coats when handling this compound to avoid skin or eye contact.
2. Ventilation: Work in a well-ventilated area or fume hood to minimize exposure to vapors or dust.
3. Storage Conditions: Store the compound at temperatures between 2 to 8 °C to maintain stability.
4. Disposal Guidelines: Dispose of waste according to local regulations regarding hazardous materials.

Summary

In summary, [(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-methoxyoxan-2-yl]methanesulfonic acid (CAS No. 92225-54-2) is an important reagent in carbohydrate chemistry for studying glycosylation processes and facilitating bioconjugation reactions. Its unique structural features enable its use in synthesizing glycosylated compounds with potential applications in drug development and enzymatic assays.

Citations:

1. https://en.wikipedia.org/wiki/Hexachlorophosphazene
2. https://www.macsenlab.com/blog/mercuric-chloride-chemical-properties-uses-side-effects/
3. https://pubchem.ncbi.nlm.nih.gov/compound/a-922500
4. https://en.wikipedia.org/wiki/2-Ethylhexanol
5. https://www.chemsrc.com/en/cas/956034-30-3_3216782.html