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G2392

Disialoganglioside GD₁ₐ

Name: Disialoganglioside GD&#8321;&#8336;
Brand: SIGMA

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

Synonym(s):

Ganglioside GD_1a, disialo from bovine brain

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About This Item

CAS Number:

12707-58-3

UNSPSC Code:

12352200

NACRES:

NA.77

Beilstein/REAXYS Number:

6228822

MDL number:

MFCD00130960

Assay:

≥95% (TLC)

Form:

lyophilized powder

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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)
as a reference standard to analyze the ganglioside signatures of prostate cancer cells by high-performance liquid chromatography

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.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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