Ganglioside GM3 . sodium salt (bovine brain)
Product Code:
AG-CN2-9002
AG-CN2-9002
Regulatory Status:
RUO
RUO
Shipping:
Ambient
Ambient
No additional charges, what you see is what you pay! *
| Code | Size | Price |
|---|
| AG-CN2-9002-M001 | 1 mg | £230.00 |
Quantity:
Prices exclude any Taxes / VAT
Stay in control of your spending. These prices have no additional charges, not even shipping!
* Rare exceptions are clearly labelled (only 0.14% of items!).
* Rare exceptions are clearly labelled (only 0.14% of items!).
Multibuy discounts available! Contact us to find what you can save.
This product comes from: Switzerland.
Typical lead time: 7-10 working days.
Contact us for more accurate information.
Typical lead time: 7-10 working days.
Contact us for more accurate information.
- Further Information
- Documents
- References
- Show All
Further Information
Alternate Names/Synonyms:
GM3 . Na; Monosialoganglioside GM3 . Na
CAS:
54827-14-4
EClass:
32160000
Form (Short):
solid
Formulation:
Lyophilized.
Handling Advice:
Hygroscopic.Protect from moisture.
InChi:
InChI=1S/C59H108N2O21.Na/c1-4-6-8-10-12-14-16-18-19-21-23-25-27-29-31-33-46(69)61-40(41(66)32-30-28-26-24-22-20-17-15-13-11-9-7-5-2)38-77-56-51(73)50(72)53(45(37-64)79-56)80-57-52(74)55(49(71)44(36-63)78-57)82-59(58(75)76)34-42(67)47(60-39(3)65)54(81-59)48(70)43(68)35-62;/h30,32,40-45,47-57,62-64,66-68,70-74H,4-29,31,33-38H2,1-3H3,(H,60,65)(H,61,69)(H,75,76);/q;+1/p-1/b32-30+;/t40-,41+,42?,43+,44?,45?,47+,48-,49+,50?,51?,52?,53+,54?,55?,56+,57-,59-;/m0./s1
InChiKey:
GGQRTSSCXQEZNW-MTVQNBBCSA-M
Long 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.
MDL:
MFCD00131139
Molecular Formula:
C59H107N2O21 . Na
Molecular Weight:
1180.5 . 23.0 (calculated on sphingosineC18:1 and stearic acid)
Package Type:
Glass Vial
Product 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.
Purity:
>98% (TLC)
Sequence:
Structure: II3Neu5AcLacCer; alpha-Neu5Ac-(2-3)-beta-Gal-(1-4)-beta-Glc-(1-1)-Cer; Cer: Sphingosine C18:1-C20:1, ~1:1 to 1:3 by vol.; stearic acid over 90%
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=CCCCCCCCCCCCCC)O[C@H]2CO)C1O)C([O-])=O
Solubility Chemicals:
Soluble in water (liposomal aggregates) or chloroform:methanol (2:1).
Source / Host:
Isolated from bovine brain.
Transportation:
Non-hazardous
UNSPSC Category:
Glycolipids/Phospholipids/Sphingolipids
UNSPSC Number:
12352211
Use & Stability:
Stable for at least 2 years after receipt when stored at -20°C.
Documents
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)