A sphingolipid
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Ganglioside GT1b (porcine) (ammonium salt)

Item No. 31592

Technical Information
Formal Name
ganglioside GT1b, triammonium salt
CAS Number
59247-13-1
Synonyms
  • Ganglioside G1
  • Trisialoganglioside GT1b
Molecular Formula
C95H162N5O47 • 3NH4 (for stearoyl)
Formula Weight
Purity
≥98%
A solid
Chloroform:Methanol:DI Water (2:1:0.1): soluble
SMILES
OC[C@H]([C@H]([C@]1([C@H](NC(C)=O)[C@@H](O)C[C@@](C([O-])=O)(O[C@@H]2[C@@H](O)[C@H](O[C@H]3[C@@H]([C@H]([C@@H](O[C@@H]3CO)OC[C@@H]([C@H](O)/C=C/CCCCCCCCCCCCC)NC(CCCCCCCCCCCCCCCCC)=O)O)O)O[C@@H]([C@@H]2O[C@@H]4O[C@@H]([C@@H]([C@@H]([C@H]4NC(C)=O)O[C@@H]5O[C@@H]([C@@H]([C@@H]([C@H]5O)O[C@]6(C([O-])=O)C[C@@H]([C@H]([C@]([C@@H]([C@@H](CO)O)O)(O6)[H])NC(C)=O)O)O)CO)O)CO)CO)O1)[H])O)O[C@]7(C([O-])=O)C[C@H](O)[C@@H](NC(C)=O)[C@@]([C@H](O)[C@H](O)CO)([H])O7.[NH4+].[NH4+].[NH4+]
InChi Code
InChI=1S/C95H165N5O47.3H3N/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);3*1H3/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
InChi Key
UQXMONUJDOXEJA-SPTXYZJTSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Ganglioside GT1b is a trisialoganglioside that is characterized by having two sialic residues linked to the inner galactose unit. It binds to the neurotoxins botulinum toxin serotype A (BTxA), BTxA heavy chain, and tetanus toxin with IC50 values of 11, 0.74, and 7.2 μM, respectively.1 Ganglioside GT1b-containing liposomes bind to the major coat protein VP1 from Merkel cell polyomavirus (MCPyV), which has been identified in Merkel cell carcinomas, identifying ganglioside GT1b as a putative MCPyV receptor.2 Ganglioside GT1b decreases spontaneous production of IL-6, IL-10, IgG, IgM, and IgA in human peripheral blood mononuclear cells (PBMCs) by 31.4, 30.5, 60, 59.5, and 58%, respectively, when used at a concentration of 10 μM.3 This product contains ganglioside GT1b molecular species with primarily C18:0 fatty acyl chain lengths. As this product is derived from a natural source, there may be variations in the sphingoid backbone. [Matreya, LLC. Catalog Number. 1548]

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Schengrund, C.-L., DasGupta, B.R., and Ringler, N.J. Binding of botulinum and tetanus neurotoxins to ganglioside GT1b and derivatives thereof. J. Neurochem. 57(3), 1024-1032 (1991).

    2. Erickson, K.D., Garcea, R.L., and Tsai, B. Ganglioside GT1b is a putative host cell receptor for the Merkel cell polyomavirus. J. Virol. 83(19), 10275-10279 (2009).

    3. Kanda, N., and Tamaki, K. Ganglioside GT1b suppresses immunoglobulin production by human peripheral blood mononuclear cells. Immunology 96(4), 628-633 (1999).