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Merck
CN

G3018

Asialoganglioside GM

from bovine brain, ~98%, cholera toxin inhibitor, lyophilized powder

别名:

Ceramide tetrahexoside, Ganglioside GM1, asialo, Gangliotetraosyl ceramide

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化学文摘社编号:
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
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产品名称

Asialoganglioside GM1 from bovine brain, ~98%, lyophilized powder

SMILES string

N([C@H]1[C@@H](O[C@@H]([C@@H]([C@@H]1O[C@@H]4O[C@@H]([C@@H]([C@@H]([C@H]4O)O)O)CO)O)CO)O[C@H]2[C@H](O[C@H]([C@@H]([C@H]2O)O)O[C@@H]3[C@H](OC([C@@H]([C@H]3O)O)OCC(NC(=O)CCCCCCCCCCCCCCCCC)C(O)\C=C\CCCCCCCCCCCCC)CO)CO)C(=O)C

InChI

1S/C62H114N2O23/c1-4-6-8-10-12-14-16-18-19-21-23-25-27-29-31-33-46(71)64-40(41(70)32-30-28-26-24-22-20-17-15-13-11-9-7-5-2)38-80-60-54(78)51(75)57(44(36-67)83-60)86-62-55(79)52(76)56(45(37-68)84-62)85-59-47(63-39(3)69)58(49(73)43(35-66)81-59)87-61-53(77)50(74)48(72)42(34-65)82-61/h30,32,40-45,47-62,65-68,70,72-79H,4-29,31,33-38H2,1-3H3,(H,63,69)(H,64,71)/b32-30+/t40?,41?,42-,43-,44-,45-,47-,48+,49+,50+,51-,52-,53-,54-,55-,56+,57-,58-,59+,60?,61+,62+/m1/s1

InChI key

VELGMVLNORPMAO-JTFNWEOFSA-N

assay

~98%

form

lyophilized powder

storage temp.

−20°C

Quality Level

General description

Gangliosides are major constituents of neuronal cell membranes and endoplasmic reticulum; contain a sialylated polysaccharide chain linked to ceramide through a β-glycosidic linkage; for classification of gangliosides see Svennerholm, L., et al. (eds.), Structure and Function of Gangliosides, New York, Plenum, 1980.

Biochem/physiol Actions

Removing the sialic acid from monosialoganglioside GM1 inhibits its ability to bind cholera toxin. Asialoganglioside GM1 does not block the binding of cholera toxin to cellular GM1.

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

法规信息

新产品
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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Julia Pinkhasov et al.
Cancer immunology, immunotherapy : CII, 59(12), 1801-1811 (2010-09-09)
Since epithelial mucin 1 (MUC1) is associated with several adenocarcinomas at the mucosal sites, it is pertinent to test the efficacy of a mucosally targeted vaccine formulation. The B subunit of the Vibrio cholerae cholera toxin (CTB) has great potential
Martin L Moore et al.
Viral immunology, 21(3), 327-339 (2008-09-16)
We previously reported that respiratory syncytial virus (RSV) infection increases lung CD8(+) T cell GM1 expression. The related lipid asialo-GM1 (ASGM1) is expressed by T cells in viral infection and by natural killer (NK) cells. The in vivo co-expression of
Wanhua Yang et al.
Investigative ophthalmology & visual science, 52(6), 3094-3102 (2011-02-19)
To explore the role of natural killer T (NKT) cells in the development of liver metastases in mice harboring intraocular melanomas. Cells derived from the cutaneous B16 melanoma cell line (B16LS9) were transplanted either into the vitreous body or under
O Yoshida et al.
Clinical and experimental immunology, 152(1), 174-181 (2008-03-01)
The primary aim of this study was to evaluate the role of natural killer (NK) cells on antigen-specific adaptive immune responses. After analysing the mechanism of impaired adaptive immune responses of NK-depleted mice, an immune interventional approach was developed to
Pawel R Kiela et al.
Gastroenterology, 137(3), 965-975 (2009-05-20)
NHE3 is a target of inhibition by proinflammatory cytokines and pathogenic bacteria, an event contributing to diarrhea in infectious and idiopathic colitis. In mice, NHE3 deficiency leads to mild diarrhea, increased intestinal expression of interferon (IFN)-gamma, and distal colitis, suggesting

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