345743

Disialoganglioside-GD₂ from bovine brain

≥98% (TLC), lyophilized, cell type and antigen marker, Calbiochem^®

• Synonym(s): Ganglioside GD₂, Disialo, Human Brain, GalNAcβ1,4(Neu5Acα2,8)(Neu5Acα2,03)Galβ1,4Glcβ1,1ʹ Ceramide
• Empirical Formula (Hill Notation): C₇₈H₁₃₈N₄O₃₄
• CAS Number: 65988-71-8
• Molecular Weight: 1675.94
• UNSPSC Code: 12352211
• NACRES: NA.77
• MDL number: MFCD00131133

Properties

• Product Name: Ganglioside GD₂, Disialo, Human Brain, Ganglioside GD₂, Disialo, Human Brain, CAS 65988-71-8, is a highly purified sialic acid-containing glycolipids that is useful as markers of various cell types and antigens.
• 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
• assay: ≥98% (TLC)
• form: lyophilized
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze
• solubility: chloroform/methanol (2:1): soluble
• shipped in: ambient
• storage temp.: −20°C
• Quality Level: 100

Description

General description

Gangliosides are highly purified sialic acid-containing glycolipids that are useful as markers of various cell types and antigens. Disialoganglioside GD2 is less expressed in normal tissues while predominantly found in the central nervous system, peripheral sensory nerve fibers, dermal melanocytes, lymphocytes, and mesenchymal stem cells. Disialoganglioside GD2 is a tumor-associated antigen and contributes to enhanced tumor cell proliferation, motility, migration, adhesion, and invasion, depending on the tumor type, and resists apoptosis. This tumor marker is implicated in neuroblastomas, melanomas and retinoblastomas.[1]

Application

Disialoganglioside-GD₂ from bovine brain has been used in GD2 Ganglioside O-Acetylation and to study the role of sialyl-O-acetyltransferase CASD1 on GD2 ganglioside O-acetylation in breast cancer cells.[2] It has also been used in phase I trial to quantify the anti-GD2 response by coating 96-well microtiter plates for the detection of antibodies in serum samples through an enzyme linked immunosorbent assay (ELISA) method.[2]

Features and Benefits

• Primary Target: Useful as markers of various cell types and antigens
• Cell permeable: no
• Product does not compete with ATP
• Reversible: no

Other Notes

The molecular weight is based on stearoyl-18:0.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Irritant (B)

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 1
• flash_point_f: Not applicable
• flash_point_c: Not applicable