Ganglioside GD3 (bovine buttermilk) (ammonium salt)

Ganglioside GD3 is synthesized by the addition of two sialic acid residues to lactosylceramide and can serve as a precursor to the formation of more complex gangliosides by the action of glycosyl- and sialyltransferases. It induces apoptosis in HuT-78 cutaneous T cell lymphoma cells in a concentration-dependent manner and disrupts the mitochondrial membrane potential when used at a concentration of 200 µM. Expression of ganglioside GD3 in GD3-negative SK-MEL-28-N1 malignant melanoma cells increases both cell proliferation and invasion in vitro. Ganglioside GD3-deficient adult mice exhibit progressive loss of the neural stem cell (NSC) pool and impaired neurogenesis. This product contains ganglioside GD3 molecular species with primarily C23:0, C22:0, and C24:0 fatty acyl chain lengths. As this product is derived from a natural source, there may be variations in the sphingoid backbone. [Matreya LLC., Catalog No. 1504]CAS Number: 62010-37-1. Synonyms: Disialoganglioside GD3, Disialosyllactosylceramide. Molecular Formula: C75H133N3O29 . 2NH4 (for tricosanoyl). Formula Weight: 1577.0. Purity: >98%. Formulation: (Request formulation change), A solid. Solubility: Chloroform:Methanol (2:1): 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([R])=O)O)O)O[C@@H]([C@@H]2O)CO)O1)[H])O)O[C@]4(C([O-])=O)C[C@H](O)[C@@H](NC(C)=O)[C@@]([C@H](O)[C@H](O)CO)([H])O4.[NH4+].[NH4+]. InChi Code: InChI=1S/C75H135N3O29.2H3N/c1-5-7-9-11-13-15-17-19-20-21-22-23-24-25-27-29-31-33-35-37-39-57(89)78-49(50(85)38-36-34-32-30-28-26-18-16-14-12-10-8-6-2)46-100-70-64(94)63(93)66(56(45-82)102-70)103-71-65(95)69(61(91)54(43-80)101-71)107-75(73(98)99)41-52(87)59(77-48(4)84)68(106-75)62(92)55(44-81)104-74(72(96)97)40-51(86)58(76-47(3)83)67(105-74)60(90)53(88)42-79,,/h36,38,49-56,58-71,79-82,85-88,90-95H,5-35,37,39-46H2,1-4H3,(H,76,83)(H,77,84)(H,78,89)(H,96,97)(H,98,99),2*1H3/b38-36+,,/t49-,50+,51-,52-,53+,54+,55+,56+,58+,59+,60+,61-,62+,63+,64+,65+,66+,67+,68+,69-,70+,71-,74+,75-,,/m0../s1. InChi Key: OIPTXVPXIHRKMD-YKFUZPQHSA-N.