Ganglioside GT1b . trisodium salt

AdipoGen Life Sciences
Product Code: AG-CN2-9006
Product Group: Lipids
CodeSizePrice
AG-CN2-9006-M0011 mg£130.00
Quantity:
AG-CN2-9006-M0055 mg£340.00
Quantity:
Prices exclude any Taxes / VAT

Overview

Host Type: Bovine (Cattle)
Regulatory Status: RUO
Shipping:
AMBIENT
Storage:
Short term storage:+4°C. Long term storage:-20°C.

Images

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Chemical Structure

Chemical Structure

Further Information

Alternate Names/Synonyms:
GT1b . 3Na; Trisialoganglioside GT1b . 3Na
CAS:
59247-13-1
EClass:
32160000
Endotoxin:
Not detectable.
Form (Short):
solid
Formulation:
Lyophilized
Handling Advice:
Hygroscopic.Protect from moisture.
InChi:
InChI=1S/C95H165N5O47.3Na/c1-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-36-64(118)100-52(53(112)35-33-31-29-27-25-23-20-18-16-14-12-10-8-2)47-134-87-75(125)74(124)78(62(45-106)137-87)139-89-77(127)85(147-95(92(132)133)39-56(115)67(98-50(5)110)83(145-95)73(123)61(44-105)142-93(90(128)129)37-54(113)65(96-48(3)108)81(143-93)69(119)57(116)40-101)79(63(46-107)138-89)140-86-68(99-51(6)111)80(71(121)59(42-103)135-86)141-88-76(126)84(72(122)60(43-104)136-88)146-94(91(130)131)38-55(114)66(97-49(4)109)82(144-94)70(120)58(117)41-102;;;/h33,35,52-63,65-89,101-107,112-117,119-127H,7-32,34,36-47H2,1-6H3,(H,96,108)(H,97,109)(H,98,110)(H,99,111)(H,100,118)(H,128,129)(H,130,131)(H,132,133);;;/q;3*+1/p-3/b35-33+;;;/t52-,53+,54?,55?,56?,57+,58+,59?,60?,61-,62?,63?,65+,66+,67+,68?,69-,70-,71-,72+,73-,74?,75?,76?,77?,78+,79-,80?,81?,82?,83?,84?,85?,86+,87+,88-,89-,93+,94-,95-;;;/m0../s1
InChiKey:
XWMACUIMZLECSZ-UVHDICHMSA-K
Long Description:
Chemical. CAS: 59247-13-1. Formula: C95H162N5O47 . 3Na. MW: 2126.3 . 69.0 (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 GT1b binds botulinum and tetanus neurotoxins and it prevents neurotoxicity of glutamate on neuronal cells.
MDL:
MFCD00081622
Molecular Formula:
C95H162N5O47 . 3Na
Molecular Weight:
2126.3 . 69.0 (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 GT1b binds botulinum and tetanus neurotoxins and it prevents neurotoxicity of glutamate on neuronal cells.
Purity:
>98% (TLC)
Sequence:
Structure: IV3Neu5AcII3NeuAc2GgOse4Cer; 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+].[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](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
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). | Binding of botulinum and tetanus neurotoxins to ganglioside GT1b and derivatives thereof: C.L. Schengrund, et al.; J. Neurochem. 57, 1024 (1991) | Dynamic and structural properties of sphingolipids as driving force to the formation of membrane domains: S. Sonnino, et al.; Chem. Rev. 106, 2111 (2006) | Involvement of ganglioside GT1b in glutamate release from neuroblastoma cells: S. Watanabe, et al.; Neurosci. Lett. 517, 140 (2012) | The conserved arginine residue in all siglecs is essential for Siglec-7 binding to sialic acid: A. Yoshimura, et al.; BBRC in press, (2020)