G3767

Trisialoganglioside-GT_1b from bovine brain

lyophilized powder, ≥96% (TLC)

• Synonym(s): Ganglioside GT_1b
• CAS Number: 59247-13-1
• MDL number: MFCD00081622
• UNSPSC Code: 12352200
• NACRES: NA.77

Properties

• Quality Level: 200
• assay: ≥96% (TLC)
• form: lyophilized powder
• solubility: DMSO: soluble; ethanol: soluble
• storage temp.: −20°C
• SMILES string: N([C@@H]1[C@H](O[C@H]([C@H]([C@H]1O[C@H]5O[C@H]([C@H]([C@H]([C@@H]5O)O[C@@]6(O[C@H]([C@@H]([C@H](C6)O)N)C(O)C(O[C@@]7(O[C@H]([C@@H]([C@H](C7)O)N)C(O)C(O)CO)C(=O)O)O)C(=O)O)O)CO)O)CO)O[C@@H]2[C@@H](O[C@@H]([C@H]([C@@H]2O[C@@]4(O[C@H]([C@@H]([C@H](C4)O)N)C(
• InChI: 1S/C88H157N5O44/c1-4-6-8-10-12-14-16-18-19-21-23-25-27-29-31-33-56(107)92-37-51(45(101)32-30-28-26-24-22-20-17-15-13-11-9-7-5-2)124-80-66(113)65(112)70(54(42-98)127-80)129-82-69(116)77(136-87(84(120)121)35-46(102)57(89)72(132-87)61(108)49(105)38-94)71(55(43-99)128-82)130-79-60(93-44(3)100)75(63(110)52(40-96)125-79)131-81-68(115)76(64(111)53(41-97)126-81)135-86(83(118)119)34-47(103)59(91)74(134-86)67(114)78(117)137-88(85(122)123)36-48(104)58(90)73(133-88)62(109)50(106)39-95/h30,32,45-55,57-82,94-99,101-106,108-117H,4-29,31,33-43,89-91H2,1-3H3,(H,92,107)(H,93,100)(H,118,119)(H,120,121)(H,122,123)/b32-30+/t45?,46-,47-,48-,49?,50?,51?,52-,53-,54+,55-,57+,58+,59+,60-,61?,62?,63+,64+,65+,66+,67?,68-,69-,70+,71+,72+,73+,74+,75-,76+,77-,78?,79+,80+,81+,82+,86+,87+,88+/m0/s1
• InChI key: NVNPEYQWKCQBBU-ADMXJUBYSA-N

Description

Amino Acid Sequence

Cer-Glc-Gal(NeuAc-NeuAc)-GalNAc-Gal-NeuAc

General description

Gangliosides are major constituents of neuronal cell membranes and endoplasmic reticulum. They contain a sialated polysaccharide chain linked to ceramide through a β-glycosidic linkage. For classification of gangliosides see Svennerholm, L., et al. (eds.), Structure and Function of Gangliosides, New York, Plenum, 1980.

Application

Trisialoganglioside-GT1b from bovine brain has been used:

• in high performance thin layer chromatography (HPTLC)
• in membrane GM1 assays
• as reference standards for TLC (thin layer chromatography) and as antigens for ELISA (enzyme-linked immunosorbent assay)

Biochem/physiol Actions

Ganglioside marker for metastatic brain tumors. Modulates cellular differentiation; prevents glutamate neurotoxicity; inhibits mitogenesis stimulated by lectins such as Con A. Converted to GD_1b by bacterial and mammalian sialidases.

Analysis Note

Homogeneous aqueous preparations can be obtained by suspending the compound in water, buffer or cell culture medium and sonicating briefly to facilitate the micelle formation.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)