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G2392

Sigma-Aldrich

Disialoganglioside GD1a from bovine brain

≥95% (TLC), lyophilized powder

Synonym(s):

Ganglioside GD1a, disialo from bovine brain

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About This Item

CAS Number:
12707-58-3
Beilstein:
6228822
MDL number:
MFCD00130960
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

200

Assay

≥95% (TLC)

form

lyophilized powder

solubility

DMSO: soluble

storage temp.

−20°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

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Amino Acid Sequence

Cer-Glc-Gal(NeuAc)-GalNAc-Gal-NeuAc

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Laura Mauri et al.
Glycobiology, 22(3), 352-360 (2011-09-17)
It is now emerging the new concept that the antibodies from some patients with Guillain-Barré syndrome (GBS) recognize an antigenic epitope formed by two different gangliosides, a ganglioside complex (GSC). We prepared the dimeric GM1-GD1a hybrid ganglioside derivative that contains
Induction of neuron-like tubes and liposome networks by cooperative effect of gangliosides and phospholipids
Kazunari A, et al.
Febs Letters, 534(1-2) (2002)
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
Biosynthesis of the major brain gangliosides GD1a and GT1b
Elizabeth R S, et al.
Glycobiology, 22(10), 1289?1301-1289?1301 (2012)
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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