UDP-Gal

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Molecular Weight

610.27

Formula

C15H22N2Na2O17P2

CAS No.

137868-52-1

Appearance

Solid

Color

White to off-white

SMILES

O=C(C=CN1[C@H]2[C@H](O)[C@H](O)[C@@H](COP(OP(O[C@@H]3[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O3)(O[Na])=O)(O[Na])=O)O2)NC1=O

Initial Source
  • Endogenous metabolite
Shipping

Room temperature in continental US; may vary elsewhere.

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UDP-Gal (Uridine Diphosphate Galactose) is a nucleotide sugar involved in the biosynthesis of glycans, glycoproteins, and glycolipids. It is a fundamental building block in glycosylation processes, providing activated galactose for transfer to growing glycan chains.

Structure & Properties:

  • Molecular Weight (MW): Approximately 566 g/mol (depending on the specific form and substitutions)
  • Chemical Formula: C15H24N2O17P2
  • Synonyms: Uridine diphosphate galactose, UDP-Galactose
  • Functional Groups: Contains uridine diphosphate linked to galactose, a hexose sugar.

Biological Role:

  • Biosynthesis Pathway: UDP-Gal is synthesized in cells from glucose-1-phosphate and UTP (uridine triphosphate) via the enzyme galactose-1-phosphate uridylyltransferase. It serves as a glycosyl donor in numerous glycosylation reactions.
  • Function: UDP-Gal acts as a donor of galactose in the enzymatic transfer to various acceptor molecules, including proteins and lipids, during the assembly of glycan structures in the endoplasmic reticulum and Golgi apparatus.

Applications:

  • Glycan Biosynthesis: UDP-Gal is essential for the synthesis of glycoproteins, glycolipids, and proteoglycans, especially those involved in cell surface structures and extracellular matrix components.
  • Metabolic Labeling: Researchers use UDP-Gal to track glycan synthesis and modification in cells, studying the dynamics of glycosylation in real time.

Significance in Research:

  • Cell Surface Glycans: UDP-Gal contributes to the synthesis of complex glycans on cell surfaces, playing a key role in cell-cell communication, immune recognition, and pathogen interactions.
  • Glycosylation Disorders: Mutations in the enzymes responsible for UDP-Gal metabolism can lead to disorders such as galactosemia, impacting glycosylation and metabolic pathways.

Key Roles:

  • Cell-Cell Recognition: UDP-Gal is involved in the synthesis of glycans that mediate interactions between cells, influencing processes such as immune responses and tissue development.
  • Biosynthesis of Glycoproteins and Glycolipids: It contributes galactose residues to the assembly of important cellular components, impacting various physiological functions and disease processes.

Storage and Stability:

  • Storage: UDP-Gal 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-Gal is widely used in research to study glycosylation pathways, particularly in the biosynthesis of cell surface glycans, mucins, and proteoglycans.
  • Drug Development: Understanding the role of UDP-Gal in glycan biosynthesis can help in developing therapies for diseases involving glycosylation defects, such as cancer and immune disorders.

Potential Impact:

  • Therapeutic Targeting: By studying UDP-Gal pathways, researchers can identify potential targets for therapeutic interventions in diseases that involve abnormal glycosylation patterns.
  • Synthetic Biology: UDP-Gal is utilized in synthetic biology to engineer cells for producing specific glycosylated proteins or glycans, which have applications in biotechnology and medicine.

Key Research Areas:

  • Glycan Biosynthesis and Function: UDP-Gal is crucial for understanding the assembly and function of complex glycans in both normal physiology and disease states.
  • Galactose Metabolism: Research into UDP-Gal biosynthesis and utilization helps unravel the complexities of galactose metabolism and its implications in human health.

Conclusion:

UDP-Gal is a central nucleotide sugar in glycosylation pathways, involved in the biosynthesis of a wide variety of glycans and glycoproteins that are essential for cellular function and communication. Its role in health and disease makes it a key molecule in glycobiology research, with potential applications in therapeutic development and biotechnology.

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Size

15 MG, 25 MG, 5 MG

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