UDP-Glc (Uridine Diphosphate Glucose)

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Molecular Weight

610.27

Formula

C15H22N2Na2O17P2

CAS No.

28053-08-9

Appearance

Solid

Color

White to off-white

SMILES

O[C@H]1[C@@](N2C(NC(C=C2)=O)=O)([H])O[C@@H]([C@H]1O)COP(OP(O[C@H]3O[C@@H]([C@H]([C@@H]([C@H]3O)O)O)CO)(O[Na])=O)(O[Na])=O

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UDP-Glc (Uridine Diphosphate Glucose) is a nucleotide sugar that plays a central role in carbohydrate metabolism and glycosylation processes. It is an activated form of glucose that serves as a glycosyl donor in the biosynthesis of glycans, glycoproteins, and glycolipids.

Structure & Properties:

  • Molecular Weight (MW): Approximately 566 g/mol
  • Chemical Formula: C15H24N2O17P2
  • Synonyms: Uridine diphosphate glucose, UDP-glucose
  • Functional Groups: Composed of uridine diphosphate linked to glucose, a hexose sugar.

Biological Role:

  • Biosynthesis Pathway: UDP-Glc is synthesized from glucose-1-phosphate and UTP (uridine triphosphate) by the enzyme UDP-glucose pyrophosphorylase. It acts as a precursor in the synthesis of glycogen and glycosylation of proteins and lipids.
  • Function: UDP-Glc is involved in transferring glucose residues to acceptor molecules during the synthesis of glycans, glycogen, and other polysaccharides.

Applications:

  • Glycan Biosynthesis: UDP-Glc is used in the biosynthesis of glycosaminoglycans, proteoglycans, and glycolipids, which are critical components of the extracellular matrix and cell membranes.
  • Carbohydrate Metabolism: It is essential for the synthesis of glycogen in liver and muscle cells, contributing to energy storage and glucose regulation.

Significance in Research:

  • Glycosylation: UDP-Glc is a key molecule in studying glycosylation processes, especially in the formation of glycoproteins and glycolipids that are crucial for cell-cell communication, immune recognition, and structural integrity.
  • Metabolic Pathways: It is vital for understanding metabolic disorders, such as glycogen storage diseases, and the role of glucose in cellular energy homeostasis.

Key Roles:

  • Energy Storage: UDP-Glc is central to glycogen synthesis, providing a means for cells to store glucose as a readily available energy source.
  • Cell Surface Glycans: It contributes to the biosynthesis of cell surface glycans that mediate interactions between cells, pathogens, and the immune system.

Storage and Stability:

  • Storage: UDP-Glc should be stored at -20°C in a dry, moisture-free environment for optimal stability.
  • Stability: The compound remains stable under proper storage conditions but may degrade when exposed to heat, moisture, or light.

Research Applications:

  • Glycobiology: UDP-Glc is used in research to study glycosylation pathways and the biosynthesis of glycan structures on glycoproteins and glycolipids.
  • Metabolic Engineering: It is employed in metabolic engineering to manipulate pathways for the production of glycogen, polysaccharides, and glycosylated proteins in various organisms.

Potential Impact:

  • Therapeutic Targeting: Understanding UDP-Glc’s role in glycan biosynthesis and carbohydrate metabolism could lead to new therapeutic strategies for metabolic disorders, cancer, and immune diseases.
  • Synthetic Biology: UDP-Glc is used in synthetic biology to engineer cells for the production of complex carbohydrates and glycans with potential industrial and therapeutic applications.

Key Research Areas:

  • Glycan Biosynthesis and Function: UDP-Glc is essential for studying the synthesis and function of complex carbohydrates in both normal physiology and disease.
  • Glycogen Storage Diseases: Research into UDP-Glc pathways can help elucidate the molecular basis of glycogen storage diseases and other metabolic disorders.

Conclusion:

UDP-Glc is a fundamental nucleotide sugar involved in glycosylation and carbohydrate metabolism. Its role in synthesizing glycans, glycogen, and polysaccharides makes it a crucial molecule in understanding energy storage, cellular communication, and metabolic diseases. Its applications in research, synthetic biology, and potential therapeutic interventions underscore its importance in glycobiology and biochemistry.

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Size

15 MG, 25 MG, 5 MG

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