G0776

Disialoganglioside-GD₂

from bovine brain, ~95%, Glycosphigolipid, lyophilized powder

• CAS Number: 65988-71-8
• UNSPSC Code: 12352200
• NACRES: NA.77
• MDL number: MFCD00131133
• Assay: ~95%
• Form: lyophilized powder

Properties

• Product Name: Disialoganglioside-GD₂ from bovine brain, ~95%, lyophilized powder, semisynthetic
• Quality Segment: 200
• assay: ~95%
• form: lyophilized powder
• storage temp.: −20°C
• SMILES string: N([C@H]1[C@@H](O[C@@H]([C@@H]([C@@H]1O)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(O)C(O)CO[C@]5(O[C@@H]([C@H]([C@@H](C5)O)N)C(O)C(O)CO)C(=O)O)C(=O)O)O)O[C@@H]3[C@H](O[C@H]([C@@H]([C@H]3O)O)OCC(NC(=O)CCCCCCCCCCCCCCCCC)C(O)\C
• InChI: 1S/C74H134N4O32/c1-4-6-8-10-12-14-16-18-19-21-23-25-27-29-31-33-52(89)78-43(44(84)32-30-28-26-24-22-20-17-15-13-11-9-7-5-2)40-101-69-61(95)60(94)63(50(38-81)104-69)106-70-62(96)67(64(51(39-82)105-70)107-68-55(77-42(3)83)59(93)58(92)49(37-80)103-68)110-74(72(99)100)35-46(86)54(76)66(109-74)57(91)48(88)41-102-73(71(97)98)34-45(85)53(75)65(108-73)56(90)47(87)36-79/h30,32,43-51,53-70,79-82,84-88,90-96H,4-29,31,33-41,75-76H2,1-3H3,(H,77,83)(H,78,89)(H,97,98)(H,99,100)/b32-30+/t43?,44?,45-,46-,47?,48?,49-,50-,51-,53+,54+,55-,56?,57?,58+,59-,60-,61-,62-,63-,64+,65+,66+,67-,68+,69-,70+,73-,74+/m1/s1
• InChI key: FFILOTSTFMXQJC-QCFYAKGBSA-N

Description

General description

Disialoganglioside GD2 is a cell surface-associated glycosphingolipid, which comprises sialic acid moiety[1] and is regarded as a carbohydrate antigen.[2]. It is expressed in the skin melanocytes, central and peripheral nervous system.[1]

Gangliosides are major constituents of neuronal cell membranes and endoplasmic reticulum; 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

Disialoganglioside-GD2 from bovine brain has been used:

• in the ganglioside- enzyme-linked immunosorbent assay (ELISA)[3]
• in capture ELISA with anti-GD2 antibody (ch14.18)[4]
• as a control to test its effect on reactivating autophagy in primary fibroblasts[5]

Biochem/physiol Actions

Disialoganglioside GD2 is expressed in neuroblastoma, melanoma and small cell lung cancer.[2] It is an immunotherapeutic target[2] and is also regarded as a tumor-associated antigen.[6] GD2 may favor cell migrationin tumors by promoting cell growth, as well as extracellular matrix component attachment.[7]

Safety Information

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