dTDP-2-deoxy-D-Glc

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  • Molecular Weight (MW): Approximately 548 g/mol (depending on the specific form and substitutions)
  • Chemical Formula: C16H26N2O15P2
  • Synonyms: dTDP-2-deoxy-D-glucose, thymidine diphospho-2-deoxy-D-glucose
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dTDP-2-deoxy-D-Glc (dTDP-2-deoxy-D-glucose) is a nucleotide sugar that is derived from thymidine diphosphate (dTDP) and 2-deoxy-D-glucose, a modified sugar that lacks a hydroxyl group (-OH) at the 2-position on the glucose ring. This molecule plays a role in glycosylation reactions and is involved in the biosynthesis of various glycans and glycoconjugates, particularly in bacteria.

Structure & Properties:

  • Molecular Weight (MW): Approximately 548 g/mol (depending on the specific form and substitutions)
  • Chemical Formula: C16H26N2O15P2
  • Synonyms: dTDP-2-deoxy-D-glucose, thymidine diphospho-2-deoxy-D-glucose
  • Functional Groups: Characterized by the absence of a hydroxyl group at the 2-position of the glucose ring, making it a deoxy sugar linked to the thymidine diphosphate (dTDP) moiety.

Biological Role:

  • Biosynthesis Pathway: dTDP-2-deoxy-D-glucose is synthesized through enzymatic pathways that modify glucose by removing the hydroxyl group at the 2-position, resulting in the deoxy form. The glucose is then linked to the thymidine diphosphate molecule.
  • Function: dTDP-2-deoxy-D-glucose serves as a sugar donor in glycosylation reactions, transferring the deoxy sugar to various acceptor molecules, particularly in bacterial species involved in cell wall and surface structure biosynthesis.

Applications:

  • Bacterial Glycobiology: dTDP-2-deoxy-D-glucose is involved in the biosynthesis of unique bacterial glycans that play roles in virulence, immune evasion, and biofilm formation. It is crucial for the construction of bacterial surface structures such as lipopolysaccharides (LPS) and exopolysaccharides.
  • Synthetic Biology: In synthetic biology, dTDP-2-deoxy-D-glucose is used for the generation of novel glycans through engineered biosynthetic pathways, allowing researchers to study the roles of deoxy sugars in biological systems.

Significance in Research:

  • Pathogen Glycan Diversity: dTDP-2-deoxy-D-glucose contributes to the diversity of bacterial surface glycans, which are important for pathogen-host interactions and immune responses.
  • Therapeutic Targeting: Targeting the biosynthesis of dTDP-2-deoxy-D-glucose can disrupt the formation of bacterial surface structures, offering potential strategies for developing new antibacterial therapies.

Key Roles:

  • Peptidoglycan and Lipopolysaccharide (LPS) Biosynthesis: dTDP-2-deoxy-D-glucose plays a role in the synthesis of bacterial cell wall components, including peptidoglycan and LPS, which are essential for bacterial structure, virulence, and immune evasion.
  • Exopolysaccharides: It is also involved in the biosynthesis of exopolysaccharides that form biofilms, helping bacteria survive in various environments and resist antibiotic treatment.

Storage and Stability:

  • Storage: dTDP-2-deoxy-D-glucose should be stored at -20°C in a moisture-free and light-protected environment.
  • Stability: The compound is stable under recommended storage conditions but may degrade when exposed to moisture, heat, or light.

Research Applications:

  • Glycan Engineering: dTDP-2-deoxy-D-glucose is used to synthesize glycans in vitro or in engineered cells, allowing researchers to explore the effects of deoxy sugars on glycosylation and bacterial surface structures.
  • Drug Development: Understanding the role of dTDP-2-deoxy-D-glucose in bacterial glycosylation pathways can inform the development of drugs that inhibit bacterial cell wall biosynthesis or disrupt biofilm formation.

Potential Impact:

  • Antibacterial Strategies: Inhibiting the enzymes that synthesize or utilize dTDP-2-deoxy-D-glucose can block the formation of essential bacterial glycans, weakening bacterial defenses and reducing virulence.
  • Synthetic Glycans: dTDP-2-deoxy-D-glucose can be used in the design of synthetic glycans for research and therapeutic purposes, particularly in studying bacterial glycan biosynthesis.

Key Research Areas:

  • Bacterial Virulence and Immune Evasion: dTDP-2-deoxy-D-glucose-containing glycans are involved in the immune evasion strategies of pathogenic bacteria, making them key targets for research on antibacterial therapies.
  • Enzyme Inhibition: Research into the enzymes that generate dTDP-2-deoxy-D-glucose may lead to the development of inhibitors that block bacterial glycan formation.

Conclusion: dTDP-2-deoxy-D-Glc (dTDP-2-deoxy-D-glucose) is an important nucleotide sugar involved in the biosynthesis of bacterial glycans. Its role in bacterial virulence, immune evasion, and biofilm formation makes it a valuable target for antibacterial research and therapeutic development. Additionally, dTDP-2-deoxy-D-glucose is a key tool in synthetic biology for studying the effects of deoxy sugars on glycosylation and designing novel glycan structures for research and potential clinical applications.

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Size

15 MG, 25 MG, 5 MG

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