AdipoGen Life Sciences

Ganglioside GD1b . disodium salt (bovine brain)

Product Code:
 
AG-CN2-9004
Product Group:
 
Lipids
Regulatory Status:
 
RUO
Shipping:
 
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Chemical Structure

Chemical Structure

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AG-CN2-9004-M0011 mg£160.00
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Further Information

Alternate Names/Synonyms:
GD1b . 2Na; Disialoganglioside GD1b . 2Na
CAS:
19553-76-5
EClass:
32160000
Endotoxin:
Not detectable.
Form (Short):
solid
Formulation:
Lyophilized.
Handling Advice:
Hygroscopic.Protect from moisture.
InChi:
InChI=1S/C84H148N4O39.2Na/c1-6-8-10-12-14-16-18-20-21-23-25-27-29-31-33-35-58(102)88-48(49(98)34-32-30-28-26-24-22-19-17-15-13-11-9-7-2)44-116-78-69(110)67(108)71(56(42-93)119-78)121-80-70(111)76(72(57(43-94)120-80)122-77-61(87-47(5)97)73(64(105)54(40-91)117-77)123-79-68(109)66(107)63(104)53(39-90)118-79)127-84(82(114)115)37-51(100)60(86-46(4)96)75(126-84)65(106)55(41-92)124-83(81(112)113)36-50(99)59(85-45(3)95)74(125-83)62(103)52(101)38-89;;/h32,34,48-57,59-80,89-94,98-101,103-111H,6-31,33,35-44H2,1-5H3,(H,85,95)(H,86,96)(H,87,97)(H,88,102)(H,112,113)(H,114,115);;/q;2*+1/p-2/b34-32+;;/t48-,49+,50?,51?,52+,53?,54?,55-,56?,57?,59+,60+,61?,62-,63+,64-,65-,66?,67?,68?,69?,70?,71+,72-,73?,74?,75?,76?,77+,78+,79-,80-,83+,84-;;/m0./s1
InChiKey:
ACTJLGSQQMVYGN-SWRXABKPSA-L
Long Description:
Chemical. CAS: 19553-76-5. Formula: C84H146N4O39 . 2Na. MW: 1836.1 . 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 GD1b may act as a bacterial toxin receptor (tetanus, botulinus). High levels are found in gliomas and astrocytomas. It modulates protein kinase activities. In vivo and in vitro it is in equilibrium with the lactone structure.
MDL:
MFCD00466941
Molecular Formula:
C84H146N4O39 . 2Na
Molecular Weight:
1836.1 . 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 GD1b may act as a bacterial toxin receptor (tetanus, botulinus). High levels are found in gliomas and astrocytomas. It modulates protein kinase activities. In vivo and in vitro it is in equilibrium with the lactone structure.
Purity:
>98% (TLC)
Sequence:
Structure: II3Neu5Ac2GgOse4Cer; beta-Gal-(1-3)-beta-GalNAc-(1-4)-[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]1C(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)OC(CO)[C@@H]1O[C@H]1O[C@@H](CO)[C@H](O)C(O[C@@H]2OC(CO)[C@@H](O)[C@H](O)C2O)C1NC(C)=O)C([O-])=O)C([O-])=O
Solubility Chemicals:
Soluble in water (micellar 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.

References

Role of membrane gangliosides in the binding and action of bacterial toxins: P.H. Fishman; J. Membr. Biol. 69, 85 (1982) | Natural occurrence of ganglioside lactones. Isolation and characterization of GD1b inner ester from adult human brain: L. Riboni, et al.; J. Biol. Chem. 261, 8514 (1986) | Exogenous gangliosides GD1b and GD1b-lactone, stably associated to rat brain P2 subcellular fraction, modulate differently the process of protein phosphorylation: R. Bassi, et al.; J. Neurochem. 57, 1207 (1991) | Immunohistochemical staining for ganglioside GD1b as a diagnostic and prognostic marker for primary human brain tumors: T.C. Comas, et al.; Neuro Oncol. 1, 261 (1999) | Dynamic and structural properties of sphingolipids as driving force to the formation of membrane domains: S. Sonnino, et al.; Chem. Rev. 106, 2111 (2006)