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G3018

Sigma-Aldrich

Asialoganglioside GM1 from bovine brain

~98%, lyophilized powder

Synonym(s):

Ceramide tetrahexoside, Ganglioside GM1, asialo, Gangliotetraosyl ceramide

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About This Item

CAS Number:
71012-19-6
MDL number:
MFCD00131128
UNSPSC Code:
12352200
NACRES:
NA.77

Assay

~98%

Quality Level

200

form

lyophilized powder

storage temp.

−20°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

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Amino Acid Sequence

Cer-Glc-Gal-GalNAc-Gal

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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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
Takefumi Inada et al.
Immunopharmacology and immunotoxicology, 31(1), 150-157 (2009-12-03)
Dendritic cell-based vaccines are useful for enhancing antitumor immunity. It has been suggested that propofol, an intravenous anesthetic, can enhance antitumor immunity in mice. We tested vaccine efficacy for eliciting antitumor immunity, using dendritic cells differentiated from bone marrow cells
Masao Iwamori et al.
Glycoconjugate journal, 28(1), 21-30 (2010-12-22)
In the digestive tract of mice (HR-1, 5 months old, ♀), asialo GM1 (GA1) exhibiting receptor activity toward several intestinal bacteria was preferentially expressed in the small intestine. Also, less than 10% of GA1 in the small intestine was converted
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