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Ganglioside GM3 . sodium salt

CHF 270.00
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AG-CN2-9002-M0011 mgCHF 270.00
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Product Details
Synonyms GM3 . Na; Monosialoganglioside GM3 . Na
Product Type Chemical

C59H107N2O21 . Na

MW 1180.5 . 23.0 (calculated on sphingosine
C18:1 and stearic acid)

Structure: II3Neu5AcLacCer; α-Neu5Ac-(2-3)-β-Gal-(1-4)-β-Glc-(1-1)-Cer; Cer: Sphingosine C18:1-C20:1, ~1:1 to 1:3 by vol.; stearic acid over 90%

CAS 54827-14-4
Source/Host Chemicals Isolated from bovine brain.
Purity Chemicals ≥98% (TLC)
Solubility Soluble in water (liposomal aggregates) or chloroform:methanol (2:1).
Formulation Lyophilized.
Identity Determined by 1H-NMR, MS and HPTLC.
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
Shipping and Handling
Shipping AMBIENT
Short Term Storage +4°C
Long Term Storage -20°C
Handling Advice Hygroscopic.
Protect from moisture.
Use/Stability Stable for at least 2 years after receipt when stored at -20°C.
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Product Specification Sheet
Datasheet Download PDF

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.

Product References
  1. Role of membrane gangliosides in the binding and action of bacterial toxins: P.H. Fishman; J. Membr. Biol. 69, 85 (1982).
  2. 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).
  3. Role of GM3-enriched microdomains in signal transduction regulation in T lymphocytes: M. Sorice, et al.; Glycoconj. J. 20, 63 (2004)
  4. Dynamic and  structural properties of sphingolipids as driving force to the formation of membrane domains: S. Sonnino, et al.; Chem. Rev. 106, 2111 (2006)
  5. Membrane microdomains and insulin resistance: J. Inokuchi; FEBS Lett. 584,1864 (2010)
  6. Exogenous GM3 ganglioside inhibits atherosclerosis via multiple steps: A potential atheroprotective drug: M. Ao, et al.; Pharmacol. Res. 148, 104445 (2019)
  7. Ganglioside GM3-Functionalized Reconstituted High-Density Lipoprotein (GM3-rHDL) as a Novel Nanocarrier Enhances Antiatherosclerotic Efficacy of Statins in apoE−/− C57BL/6 Mice: B. Wei, et al.; Pharmaceutics 14, 2534 (2022)
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