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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

Quality level:

200

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Properties

Product Name

Disialoganglioside GD_1a from bovine brain, ≥95% (TLC), lyophilized powder

Quality Level

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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Certificates of Analysis (COA)

Lot/Batch Number

0000453606

0000442826

0000340085

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Biosynthesis of the major brain gangliosides GD1a and GT1b

Elizabeth R S, et al.

Glycobiology, 22(10), 1289?1301-1289?1301 (2012)

An antibody to the GM1/GalNAc-GD1a complex correlates with development of pure motor Guillain-Barré syndrome with reversible conduction failure.

Go Ogawa et al.

Journal of neuroimmunology, 254(1-2), 141-145 (2012-09-25)

Antibodies to a ganglioside complex consisting of GM1 and GalNAc-GD1a (GM1/GalNAc-GD1a) are found in sera from patients with Guillain-Barré syndrome (GBS). To elucidate the clinical significance of anti-GM1/GalNAc-GD1a antibodies in GBS, clinical features of 58 GBS patients with IgG anti-GM1/GalNAc-GD1a

Effects of gangliosides GM1 and GD1a on GAP-43 phosphorylation and dephosphorylation in isolated growth cones.

K F Meiri et al.

Journal of neurochemistry, 62(1), 291-299 (1994-01-01)

Phosphorylation of the nervous system-specific protein GAP-43 in growth cones in vivo increases as the growth cones near their targets, at a time when the gangliosides GM1 and GD1a are being accumulated in the growth cone membrane, thus raising the

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Global Trade Item Number

SKU	GTIN
G2392-5MG	04061833628843
G2392-1MG	04061833628836