MONOSIALOGANGLIOSIDE GM3

MONOSIALOGANGLIOSIDE GM3
  • CAS No.:54827-14-4
Other grades of this product :
MONOSIALOGANGLIOSIDE GM3 Basic information
Product Name:MONOSIALOGANGLIOSIDE GM3
Synonyms:Monosialoganglioside GM3, Bovine (NH4+ salt);Monosialoganglioside GM3 (bovine)(aMMoniuM salt);Ganglioside M3;Hematoside;Sialosyllactosylceramide;(2S,4S,5R)-2-((2S,3R,4S,5S,6R)-2-((2R,3S,4R,5R,6R)-4,5-dihydroxy-6-((2S,3R,E)-3-hydroxy-2-octadecanamidooctadec-4-enyloxy)-2-(hydroxymethyl)tetrahydro-2H-pyran-3-yloxy)-3,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-4-yloxy)-5-ethanamido-4-hydroxy-6-((1R,2R)-1,2,3-trihydroxypropyl)tetrahydro-2H-pyran-2-carboxylic acid;Ganglioside GM3 (d18:1/18:0);(2S,4S,5R)-2-((2S,3R,4S,5S,6R)-2-((2R,3S,4R,5R,6R)-4,5-dihydroxy-6-((2S,3R,E)-3-hydroxy-2-icosanamidooctadec-4-enyloxy)-2-(hydroxymethyl)tetrahydro-2H-pyran-3-yloxy)-3,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-4-yloxy)-5-ethanamido-4-hydroxy-6-((1R,2R)-1,2,3-trihydroxypropyl)tetrahydro-2H-pyran-2-carboxylic acid
CAS:54827-14-4
MF:C64H118N2O21.H3N
MW:1268.66
EINECS:
Product Categories:Acidic glycosphingolipids;GangliosidesGlycan Component Classes;GangliosidesSphingolipids;Cell Signaling and Neuroscience;Gangliosides;Glycosphingolipids;Lipids in Cell Signaling
Mol File:54827-14-4.mol
MONOSIALOGANGLIOSIDE GM3 Chemical Properties
storage temp. −20°C
solubility chloroform/methanol/water (9.5:9.5:1): 20mg/mLclear, colorless to light yellow
form lyophilized powder
color White
Safety Information
WGK Germany 3
10-21
MSDS Information
ProviderLanguage
SigmaAldrich English
MONOSIALOGANGLIOSIDE GM3 Usage And Synthesis
UsesMonosialoganglioside GM3 can have anti-tumor effects by regulating cell apoptosis, angiogenesis. Monosialoganglioside GM3 can also regulate peripheral insulin receptor signaling and increases in GM3 in adipose tissue of obese humans may contribute to insulin resistance.
UsesMonosialoganglioside GM3 from canine blood has been used as a reference standard in high-performance thin-layer chromatography (HPTLC) to analyze ganglioside signatures of prostate cancer (CaP) cells. It has also been used to determine ganglioside-binding profiles of methylotrophic yeast (Pichia pastoris) secreted cholera toxin B subunit (PpCTB) by enzyme-linked immunosorbent assay (ELISA).
General DescriptionGangliosides are major constituents of neuronal cell membranes and endoplasmic reticulum. They contain a sialated 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 ActionsMonosialoganglioside GM3 has a potential role in cancer development and progression. Increased expression of GM3 has been observed in various types of cancer. Hence, it is used as a tumor-associated carbohydrate antigen during cancer vaccine development.
MONOSIALOGANGLIOSIDE GM3 Preparation Products And Raw materials

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