AdipoGen Life Sciences

Ganglioside GQ1b . tetrasodium salt (bovine brain)

Product Code:
 
AG-CN2-9007
Product Group:
 
Lipids
Regulatory Status:
 
RUO
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Chemical Structure
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Chemical Structure

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AG-CN2-9007-C100100 ug£150.00
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AG-CN2-9007-C500500 ug£510.00
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Further Information

Alternate Names/Synonyms:
GQ1b . 4Na; Tetrasialoganglioside GQ1b . 4Na
CAS:
68652-37-9
EClass:
32160000
Endotoxin:
Not detectable.
Form (Short):
liquid
Formulation:
Lyophilized.
Handling Advice:
Hygroscopic.Protect from moisture.
InChi:
InChI=1S/C106H182N6O55.4Na/c1-8-10-12-14-16-18-20-22-23-25-27-29-31-33-35-37-70(133)112-56(57(126)36-34-32-30-28-26-24-21-19-17-15-13-11-9-2)50-152-96-83(141)82(140)86(68(48-119)155-96)157-98-85(143)94(167-106(102(150)151)41-61(130)74(110-54(6)124)92(165-106)81(139)67(47-118)161-104(100(146)147)39-59(128)72(108-52(4)122)90(163-104)77(135)63(132)43-114)87(69(49-120)156-98)158-95-75(111-55(7)125)88(78(136)64(44-115)153-95)159-97-84(142)93(79(137)65(45-116)154-97)166-105(101(148)149)40-60(129)73(109-53(5)123)91(164-105)80(138)66(46-117)160-103(99(144)145)38-58(127)71(107-51(3)121)89(162-103)76(134)62(131)42-113;;;;/h34,36,56-69,71-98,113-120,126-132,134-143H,8-33,35,37-50H2,1-7H3,(H,107,121)(H,108,122)(H,109,123)(H,110,124)(H,111,125)(H,112,133)(H,144,145)(H,146,147)(H,148,149)(H,150,151);;;;/q;4*+1/p-4/b36-34+;;;;/t56-,57+,58?,59?,60?,61?,62+,63+,64?,65?,66-,67-,68?,69?,71+,72+,73+,74+,75?,76-,77-,78-,79+,80-,81-,82?,83?,84?,85?,86+,87-,88?,89?,90?,91?,92?,93?,94?,95+,96+,97-,98-,103+,104+,105-,106-;;;;/m0../s1
InChiKey:
QISNAVHLOKDTLS-UTKQHEHRSA-J
Long Description:
Chemical. CAS: 68652-37-9. Formula: C106H178N6O55 . 4Na. MW: 2416.6 . 92.0 (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 GQ1b specifically promotes neural differentiation of human neuroblastoma cells. Anti-GQ1b antibodies are present in serum from Miller-Fisher syndrome patients.
MDL:
MFCD00166507
Molecular Formula:
C106H178N6O55 . 4Na
Molecular Weight:
2416.6 . 92.0 (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 GQ1b specifically promotes neural differentiation of human neuroblastoma cells. Anti-GQ1b antibodies are present in serum from Miller-Fisher syndrome patients.
Purity:
>98% (TLC)
Sequence:
Structure: IV3Neu5Ac2II3NeuAc2GgOse4Cer; alpha-Neu5Ac-(2-8)-alpha-Neu5Ac-(2-3)-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+].[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](OC2[C@@H](O)[C@H](CO)O[C@H](O[C@H]3C(CO)O[C@@H](O[C@H]4C(O)C(O)[C@H](OC[C@]([H])(NC(=O)CCCCCCCCCCCCCCCCC)[C@]([H])(O)C=CCCCCCCCCCCCCC)O[C@H]4CO)C(O)[C@H]3O[C@@]3(CC(O)[C@@H](NC(C)=O)C(O3)[C@@]([H])(O)[C@]([H])(CO)O[C@@]3(CC(O)[C@@H](NC(C)=O)C(O3)[C@@]([H])(O)[C@]([H])(O)CO)C([O-])=O)C([O-])=O)C2NC(C)=O)C1O)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) | A novel glycosignaling system: GQ1b-dependent neuritogenesis of human neuroblastoma cell line, GOTO, is closely associated with GQ1b-dependent ecto-type protein phosphorylation. S. Tsuji, et al.; Neurochem. 21, 549 (1992) | Dynamic and structural properties of sphingolipids as driving force to the formation of membrane domains: S. Sonnino, et al.; Chem. Rev. 106, 2111 (2006) | Fisher syndrome: clinical features, immunopathogenesis and management. M. Mori, et al.; Expert Rev. Neurother. 12, 39 (2012) | Homeostatic and pathogenic roles of GM3 ganglioside molecular species in TLR4 signaling in obesity: H. Kanoh, et al.; EMBO J. 39, e101732 (2020)