UDP-6-Fluoro-6-deoxy-D-Glc.2Na, Uridine 5?-disphospho-6-Fluoro-6-deoxy-D-glucose disodium salt
Formula: C15H21FN2Na2O16P2
CAS:
MW: 612.26
Purity: min 90% by HPLC
UDP-6-Fluoro-6-deoxy-D-Glc.2Na (Uridine Diphosphate 6-Fluoro-6-deoxy-D-glucose disodium salt) is a modified nucleotide sugar that plays a specialized role in glycosylation research and synthetic biology. The molecule contains a fluorine atom in place of a hydroxyl group at the 6th position of the glucose ring, making it a fluorinated analog of UDP-glucose.
Structure & Properties:
- Molecular Weight (MW): Approximately 584 g/mol (depending on the specific form)
- Chemical Formula: C15H23FNa2N2O16P2
- Synonyms: UDP-6-fluoro-6-deoxyglucose disodium salt
- Functional Groups: Includes a fluorinated glucose molecule linked to uridine diphosphate with two sodium ions (2Na) stabilizing the molecule.
Biological Role:
- Modified Sugar Donor: UDP-6-Fluoro-6-deoxy-D-Glc.2Na acts as a donor of fluorinated glucose in glycosylation reactions. The substitution of a fluorine atom for a hydroxyl group at the 6-position of the glucose ring alters the chemical properties of glycoconjugates synthesized using this nucleotide sugar.
- Role in Glycosylation: This molecule is used in research to study the effects of fluorinated sugars on glycosylation pathways, which is important in understanding the role of glycans in cellular processes.
Applications:
- Glycobiology Research: UDP-6-Fluoro-6-deoxy-D-Glc.2Na is used to investigate how fluorinated sugars influence glycan synthesis, which can shed light on glycan function in biological systems, including immune recognition and pathogen-host interactions.
- Metabolic Engineering: The compound is utilized in synthetic biology to introduce fluorinated glycans into cells and organisms, creating novel glycan structures with potential therapeutic or diagnostic applications.
Significance in Research:
- Fluorinated Glycans: The introduction of fluorine into glycans can alter their stability, function, and interactions with other molecules, making this molecule a valuable tool for exploring the structure-function relationships of glycans.
- Drug Discovery: The unique properties of fluorinated glycans have potential applications in drug discovery, particularly in the development of glycomimetics—therapeutic molecules that mimic the structure of natural glycans.
Key Roles:
- Modified Glycan Synthesis: UDP-6-Fluoro-6-deoxy-D-Glc.2Na allows researchers to incorporate fluorinated sugars into glycan structures, leading to modified glycoconjugates that can be studied for altered biochemical properties.
- Glycosylation Pathway Study: This molecule is critical for understanding how small chemical modifications to sugars affect glycosylation processes, which are essential for cellular communication, immune responses, and pathogen defense mechanisms.
Storage and Stability:
- Storage: Store at -20°C in a dry, moisture-free environment.
- Stability: Stable under proper storage conditions but may degrade upon exposure to heat, moisture, or light.
Research Applications:
- Synthetic Glycans: Researchers use UDP-6-Fluoro-6-deoxy-D-Glc.2Na to synthesize fluorinated glycans for studying their role in biological processes.
- Enzyme Studies: It is also employed in studies of glycosyltransferases and other glycan-related enzymes to determine how fluorinated sugars are processed in glycosylation pathways.
Potential Impact:
- Therapeutic Development: Understanding how fluorinated sugars like UDP-6-Fluoro-6-deoxy-D-Glc.2Na affect glycosylation may lead to the development of new therapeutic agents that target glycan-mediated pathways in diseases such as cancer and autoimmune disorders.
- Biotechnology: The compound can be used in biotechnological applications to engineer cells that produce modified glycans with enhanced stability or functionality, which could be used in therapeutic, diagnostic, or industrial contexts.
Key Research Areas:
- Glycan Structure-Function Studies: Researchers use UDP-6-Fluoro-6-deoxy-D-Glc.2Na to investigate how glycan structure affects biological function, particularly in the context of cell signaling, immune responses, and pathogen-host interactions.
- Glycomimetics: The compound’s ability to modify glycan structures makes it an important tool in the design of glycomimetics, which are promising candidates for therapeutic interventions.
Conclusion:
UDP-6-Fluoro-6-deoxy-D-Glc.2Na is a valuable molecule in glycosylation research and synthetic biology, offering insights into the role of fluorinated sugars in biological processes. Its ability to modify glycan structures and influence glycosylation pathways holds potential for therapeutic applications, making it an important tool for understanding and manipulating glycan functions
