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Chemical Structure
Chemical Structure
Chemical Structure

Ganglioside GM3 . sodium salt [54827-14-4]

Research Use Only
AG-CN2-9002
AdipoGen Life Sciences
Estimated Purity>98%
Product group Chemicals
Molecular Weight1180.5 . 23.0 (calculated on sphingosineC18:1 and stearic acid)
Price on request
Packing Size
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Overview

  • Supplier
    AdipoGen Life Sciences
  • Product Name
    Ganglioside GM3 . sodium salt [54827-14-4]
  • Delivery Days Customer
    10
  • Certification
    Research Use Only
  • Estimated Purity
    >98%
  • Hazard Information
    Non-hazardous
  • Molecular Formula
    C59H107N2O21 . Na
  • Molecular Weight
    1180.5 . 23.0 (calculated on sphingosineC18:1 and stearic acid)
  • Scientific Description
    Chemical. CAS: 54827-14-4. Formula: C59H107N2O21 . Na. MW: 1180.5 . 23.0 (calculated on sphingosineC18:1 and stearic acid). Isolated from bovine brain. Gangliosides are acidic glycosphingolipids that form lipid rafts in the outer leaflet of the cell plasma membrane, especially in neuronal cells in the central nervous system. They participate in cellular proliferation, differentiation, adhesion, signal transduction, cell-to-cell interactions, tumorigenesis and metastasis. The accumulation of gangliosides has been linked to several diseases. Ganglioside GM3 is the most abundant ganglioside in mammals. It is involved in several tumor processes by interacting with receptors. It inhibits epidermal cell growth and blocks insulin receptor activity. - Gangliosides are acidic glycosphingolipids that form lipid rafts in the outer leaflet of the cell plasma membrane, especially in neuronal cells in the central nervous system. They participate in cellular proliferation, differentiation, adhesion, signal transduction, cell-to-cell interactions, tumorigenesis and metastasis. The accumulation of gangliosides has been linked to several diseases. Ganglioside GM3 is the most abundant ganglioside in mammals. It is involved in several tumor processes by interacting with receptors. It inhibits epidermal cell growth and blocks insulin receptor activity. Exogenous GM3 ganglioside inhibits atherosclerosis.
  • SMILES
    [Na+].[H][C@@](O)(CO)[C@]([H])(O)C1O[C@@](CC(O)[C@H]1NC(C)=O)(O[C@H]1[C@H](O)C(CO)O[C@@H](O[C@H]2C(O)C(O)[C@H](OC[C@]([H])(NC(=O)CCCCCCCCCCCCCCCCC)[C@]([H])(O)\C=C\CCCCCCCCCCCCC)O[C@H]2CO)C1O)C([O-])=O
  • Storage Instruction
    2°C to 8°C,-20°C
  • UNSPSC
    12352200

References

  • Role of membrane gangliosides in the binding and action of bacterial toxins: P.H. Fishman; J. Membr. Biol. 69, 85 (1982).
  • Ganglioside-mediated modulation of cell growth. Specific effects of GM3 on tyrosine phosphorylation of the epidermal growth factor receptor: E.G. Bremer, et al.; J. Biol. Chem. 261, 2434 (1986).
  • Role of GM3-enriched microdomains in signal transduction regulation in T lymphocytes: M. Sorice, et al.; Glycoconj. J. 20, 63 (2004)
  • Dynamic and structural properties of sphingolipids as driving force to the formation of membrane domains: S. Sonnino, et al.; Chem. Rev. 106, 2111 (2006)
  • Membrane microdomains and insulin resistance: J. Inokuchi; FEBS Lett. 584,1864 (2010)