UDP-2-deoxy-2-F-Glucose.2Na

UDP-2-F-Glucose
UDP-2-F-Glucose.2Na, Uridine 5?-disphospho-2-fluoro-Glucose disodium salt

UDP-2-deoxy-2-F-Glucose.2Na (Uridine Diphosphate 2-deoxy-2-fluoro-D-Glucose disodium salt) is a chemically modified nucleotide sugar, where a fluorine atom replaces the hydroxyl group at the 2-position of the glucose ring. This fluorination alters the chemical properties and biological interactions of the sugar, particularly affecting its role in enzymatic reactions and glycosylation processes.

Structure & Properties:

• Molecular Weight (MW): Approximately 624 g/mol (depending on the specific form and substitutions)
• Chemical Formula: C15H22FNa2N2O16P2 (approximate)
• Synonyms: UDP-2-deoxy-2-fluoro-D-glucose, Uridine Diphosphate 2-deoxy-2-fluoro-D-glucose disodium salt
• Functional Groups: The 2-fluorine modification replaces the hydroxyl group (-OH) at the 2-position of the glucose ring with a fluorine atom, resulting in altered reactivity and biological function.

Biological Role:

• Biosynthesis Pathway: UDP-2-deoxy-2-F-Glucose is synthesized via the fluorination of UDP-glucose, replacing the hydroxyl group at the 2-position with a fluorine atom.
• Function: It serves as a modified glycosyl donor in enzymatic reactions, particularly influencing glycosylation pathways where the presence of fluorine can alter the interaction with glycosyltransferases and other enzymes.

Applications:

• Glycosylation Research: The fluorination of glucose at the 2-position allows researchers to study the effects of this substitution on glycosylation reactions and enzyme specificity.
• Enzyme Inhibition Studies: The presence of the fluorine atom can inhibit or alter the activity of enzymes involved in glycan assembly, providing insights into enzyme mechanisms and potential drug targets.

Research Significance:

• Fluorinated Sugar Studies: UDP-2-deoxy-2-F-Glucose is used to investigate how the introduction of fluorine affects glycosylation pathways, enzyme recognition, and overall sugar metabolism.
• Therapeutic Development: The unique properties of fluorinated sugars make them useful in the development of potential therapeutic agents, including enzyme inhibitors and modified glycans for biomedical applications.

Storage and Stability:

• Storage: UDP-2-deoxy-2-F-Glucose should be stored at -20°C in a moisture-free environment for optimal stability.
• Stability: The compound is stable under these conditions but may degrade if exposed to heat, moisture, or light.

Research Areas:

• Glycosylation Pathways: This fluorinated sugar is used to study the impact of fluorine on glycosylation mechanisms, providing valuable insights into how small structural changes influence biological processes.
• Enzyme Inhibition and Drug Discovery: By understanding how fluorinated sugars like UDP-2-deoxy-2-F-Glucose interact with enzymes, researchers can identify potential inhibitors that could be developed into drugs for various diseases.

Conclusion:

UDP-2-deoxy-2-F-Glucose.2Na is a modified nucleotide sugar with a fluorine substitution at the 2-position of glucose. Its unique properties make it a valuable tool for studying glycosylation pathways, enzyme specificity, and potential therapeutic applications. The introduction of fluorine offers opportunities for research into enzyme inhibition, synthetic glycans, and the development of novel biomedical approaches