AdipoGen Life Sciences

Ganglioside GD3 . disodium salt (bovine brain)

Product Code:
 
AG-CN2-9005
Product Group:
 
Lipids
Regulatory Status:
 
RUO
Shipping:
 
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Chemical Structure

Chemical Structure

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AG-CN2-9005-C500500 ug£190.00
Quantity:
AG-CN2-9005-M0011 mg£290.00
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This product comes from: Switzerland.
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Further Information

Alternate Names/Synonyms:
GD3 . 2Na; Disialoganglioside GD3 . 2Na
CAS:
62010-37-1
EClass:
32160000
Endotoxin:
Not detectable.
Form (Short):
liquid
Formulation:
Lyophilized.
Handling Advice:
Hygroscopic.Protect from moisture.
InChi:
InChI=1S/C70H125N3O29.2Na/c1-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-52(84)73-44(45(80)33-31-29-27-25-23-21-18-16-14-12-10-8-6-2)41-95-65-59(89)58(88)61(51(40-77)97-65)98-66-60(90)64(56(86)49(38-75)96-66)102-70(68(93)94)36-47(82)54(72-43(4)79)63(101-70)57(87)50(39-76)99-69(67(91)92)35-46(81)53(71-42(3)78)62(100-69)55(85)48(83)37-74;;/h31,33,44-51,53-66,74-77,80-83,85-90H,5-30,32,34-41H2,1-4H3,(H,71,78)(H,72,79)(H,73,84)(H,91,92)(H,93,94);;/q;2*+1/p-2/b33-31+;;/t44-,45+,46?,47?,48+,49?,50-,51?,53+,54+,55-,56+,57-,58?,59?,60?,61+,62?,63?,64?,65+,66-,69+,70-;;/m0./s1
InChiKey:
LGRBZCLULGFXOD-MIJDSYIJSA-L
Long Description:
Chemical. CAS: 62010-37-1. Formula: C70H123N3O29 . 2Na. MW: 1470.8 . 46.0 (calculated on sphingosine C18:1 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 GD3 induces mitochondrial permeability transition (MPT) without requiring elevated Ca2+ levels and thus triggers Fas-mediated apoptosis. It modulates the activity of Src-family tyrosine kinase Lyn and cell apoptosis. It is involved in several tumor processes and is high abundant in proliferating cells and in the first stage of neuronal differentiation.
MDL:
MFCD00131134
Molecular Formula:
C70H123N3O29 . 2Na
Molecular Weight:
1470.8 . 46.0 (calculated on sphingosine C18:1 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 GD3 induces mitochondrial permeability transition (MPT) without requiring elevated Ca2+ levels and thus triggers Fas-mediated apoptosis. It modulates the activity of Src-family tyrosine kinase Lyn and cell apoptosis. It is involved in several tumor processes and is high abundant in proliferating cells and in the first stage of neuronal differentiation.
Purity:
>98% (TLC)
Sequence:
Structure: alpha-Neu5Ac-(2-8)-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+].[Na+].[H][C@@](O)(CO)[C@]([H])(O)C1O[C@@](CC(O)[C@H]1NC(C)=O)(O[C@@]([H])(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)C([O-])=O
Solubility Chemicals:
Soluble in water 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.

References

Role of membrane gangliosides in the binding and action of bacterial toxins: P.H. Fishman; J. Membr. Biol. 69, 85 (1982) | Gangliosides and neuronal differentiation: H. Rosner, et al.; Neurochem. Int. 20, 339 (1992) | Ganglioside GD3 as a raft component in cell death regulation: M. Sorice, et al.; Anticancer Agents Med. Chem. 12, 376 (2012) | Involvement of gangliosides in the process of Cbp/PAG phosphorylation by Lyn in developing cerebellar growth cones: N. Sekino-Suzuki, et al.; J. Neurochem. 124, 514 (2013)