G2392

Disialoganglioside GD₁ₐ

from bovine brain, ≥95% (TLC), Ca2+ binding co-factor, lyophilized powder

• Synonym(s): Ganglioside GD_1a, disialo from bovine brain
• CAS Number: 12707-58-3
• UNSPSC Code: 12352200
• NACRES: NA.77
• Beilstein/REAXYS Number: 6228822
• MDL number: MFCD00130960
• Assay: ≥95% (TLC)
• Form: lyophilized powder

Properties

• Product Name: Disialoganglioside GD_1a from bovine brain, ≥95% (TLC), lyophilized powder
• Quality Segment: 200
• assay: ≥95% (TLC)
• form: lyophilized powder
• solubility: DMSO: soluble
• storage temp.: −20°C
• SMILES string: [Na+].[Na+].N([C@H]1C(OC(CC1O)(OC2C(OC(C(C2O)O)OC3C(C(OC(C3O)CO)OC4C(OC(C(C4OC6(OC([C@@H](C(C6)O)NC(=O)C)[C@@H](O)[C@@H](O)CO)C(=O)[O-])O)OC5C(OC(C(C5O)O)OC[C@H](NC(=O)CCCCCCCCCCCCCCCCC)[C@H](O)\C=C\CCCCCCCCCCCCCCC)CO)CO)NC(=O)C)CO)C(=O)[O-])[C@@H](O)[C@@
• InChI: 1S/C86H152N4O39.2Na/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-51(100)50(90-60(105)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2)46-118-80-69(111)67(109)72(57(43-94)120-80)123-82-71(113)78(129-86(84(116)117)39-53(102)62(88-48(4)98)77(128-86)65(107)55(104)41-92)74(59(45-96)122-82)124-79-63(89-49(5)99)75(66(108)56(42-93)119-79)125-81-70(112)68(110)73(58(44-95)121-81)126-85(83(114)115)38-52(101)61(87-47(3)97)76(127-85)64(106)54(103)40-91;;/h34,36,50-59,61-82,91-96,100-104,106-113H,6-33,35,37-46H2,1-5H3,(H,87,97)(H,88,98)(H,89,99)(H,90,105)(H,114,115)(H,116,117);;/q;2*+1/p-2/b36-34+;;/t50-,51+,52?,53?,54-,55-,56?,57?,58?,59?,61+,62+,63?,64-,65-,66?,67?,68?,69?,70?,71?,72?,73?,74?,75?,76?,77?,78?,79?,80?,81?,82?,85?,86?;;/m0../s1
• InChI key: CWLDKTAXQZEVQN-CUEXFKMESA-L

Description

General description

Gangliosides are in the neuronal cell membranes and endoplasmic reticulum. They consist of a sialylated polysaccharide chain linked via β-glycosidic linkage to ceramide. They are also located in body fluids and plasma. GD_1a consists of a neutral tetrasaccharide core with one sialic acid on the internal galactose and another sialic acid on the non-reducing terminal galactose.

Application

Disialoganglioside GD_1a from bovine brain has been used:

• as a receptor for the detection of murine norovirus-1 (MNV-1) by RT-PCR
• as a glycolipid to study the interaction between protein human endogenous retrovirus W family pHERV-W ENV and glycolipids by enzyme-linked immunosorbent assay (ELISA)[1]
• as a reference standard to analyze the ganglioside signatures of prostate cancer cells by high-performance liquid chromatography[2]

Biochem/physiol Actions

Gangliosides are involved in cellular functions such as the differentiation of neurons, formation of axons, synapses, cell proliferation, differentiation, adhesion, and cell death. In addition, gangliosides form microdomains on the outer surface of the cell membranes that are involved in signal transduction and help in the formation of dendrites. Gangliosides act as Ca²⁺ binding co-factors during synaptic transmission.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable