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CN

G2392

Disialoganglioside GD₁ₐ

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

Synonym(s):

Ganglioside GD1a, 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

Key Documents

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Product Name

Disialoganglioside GD1a from bovine brain, ≥95% (TLC), lyophilized powder

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

assay

≥95% (TLC)

form

lyophilized powder

solubility

DMSO: soluble

storage temp.

−20°C

Quality Level

200

Related Categories

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. GD1a 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 GD1a 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
0000453606
0000442826
0000442826
0000340085

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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
Critical studies on binding-based RT-PCR detection of infectious Noroviruses
Dan L, et al.
Journal of Virological Methods, 153-159 (2011)
Gangliosides as Immunomodulators
Miroslava P, et al.
Advances in Experimental Medicine and Biology, 195?203-195?203 (2000)
Barbara Viljetić et al.
Collegium antropologicum, 35 Suppl 1, 121-126 (2011-06-09)
Gangliosides are major cell-surface determinants in the central nervous system (CNS) of vertebrates, found both in neuronal and glial cell membranes. Together with cholesterol and glycosylphosphatidylinositol (GPI) - anchored proteins, gangliosides are involved in organization of plasma membrane microdomains. Based
Recurrent GBS with GD1a anti-ganglioside antibodies.
Pınar Yalinay Dikmen et al.
Journal of the peripheral nervous system : JPNS, 17(1), 135-137 (2012-04-03)
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