MONOSIALOGANGLIOSIDE GM3
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
- 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
- F
- 10-21
MSDS
- Language:English Provider:SigmaAldrich
MONOSIALOGANGLIOSIDE GM3 Usage And Synthesis
Uses
Monosialoganglioside 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.
Uses
Monosialoganglioside 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 Description
Gangliosides 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 Actions
Monosialoganglioside 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.
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MONOSIALOGANGLIOSIDE GM3(54827-14-4)Related Product Information
- MONOSIALOGANGLIOSIDE GM2 (NH4+ SALT)
- MONOSIALOGANGLIOSIDE-GM2-PYRENE LABELED
- FUCOSYLATED MONOSIALOGANGLIOSIDE GM1 (NH4+ SALT)
- MONOSIALOGANGLIOSIDE GM4, HUMAN
- GANGLIOSIDE GM1, AMMONIUM SALT, BOVINE
- GANGLIOSIDE GM2 SODIUM SALT
- LYSO-MONOSIALOGANGLIOSIDE GM1
- MONOSIALOGANGLIOSIDE GM1, INNER ESTER
- MONOSIALOGANGLIOSIDE-GM1-PYRENE LABELED
- LYSO-MONOSIALOGANGLIOSIDE GM1 (NH4+ SALT)
- MONOSIALOGANGLIOSIDE GM4
- MONOSIALOGANGLIOSIDE-GM3-PYRENE LABELED
- myralact
- C22 Ceramide
- MONOSIALOGANGLIOSIDE GM3