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AdipoGen Life Sciences
Ganglioside GM3 . sodium salt
270
CHF
CHF 270.00
In stock
AG-CN2-9002-M0011 mgCHF 270.00
| Product Details | |
|---|---|
| Synonyms | GM3 . Na; Monosialoganglioside GM3 . Na |
| Product Type | Chemical |
| Properties | |
| Formula |
C59H107N2O21 . Na |
| MW |
1180.5 . 23.0 (calculated on sphingosine C18:1 and stearic acid) |
| Sequence |
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. |
| InChi Key | GGQRTSSCXQEZNW-MTVQNBBCSA-M |
| 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. |
| Documents | |
| MSDS |
 Download PDF |
| Product Specification Sheet | |
| Datasheet |
Download PDF |
Description
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
- 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)
- Exogenous GM3 ganglioside inhibits atherosclerosis via multiple steps: A potential atheroprotective drug: M. Ao, et al.; Pharmacol. Res. 148, 104445 (2019)
- 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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