| Identification | Back Directory | [Name]
MONOSIALOGANGLIOSIDE GM3 | [CAS]
54827-14-4 | [Synonyms]
GM3 NA
Hematoside
Ganglioside M3
GM3 (NH4+ SALT)
Ganglioside GM3
GM1-GANGLIOSIDE
II3NEUAC-GGOSE4CER
GANGLIOSIDE GM3(18, 2)
GM3-Ganglioside sodium
MONOSIALOGANGLIOSIDE GM3
Sialosyllactosylceramide
GANGLIOSIDE GM3, MONOSIALO
GANGLIOSIDE GM3 SODIUM SALT
Ganglioside GM3 (d18:1/22:0)
Ganglioside GM3 (d18:1/18:0)
Ganglioside GM3 (d18:1/20:0)
Ganglioside GM3 (d18:1/25:0)
Ganglioside GM3 (d18:1/26:0)
Ganglioside GM3 (d18:1/24:0)
Ganglioside GM3 (d18:1/12:0)
Ganglioside GM3 (d18:1/16:0)
MONOSIALOGANGLIOSIDE GM3, HUMAN
MONOSIALOGANGLIOSIDE GM3, BOVINE
Ganglioside GM3 ((d18:1/9Z-18:1)
Ganglioside GM3 (d18:1/24:1(15Z))
Ganglioside GM3 (d18:1/26:1(17Z)))
GANGLIOSIDEGM3SODIUMSALT,BOVINEBRAIN
MONOSIALOGANGLIOSIDE GM3 NA (BOVINE)
MONOSIALOGANGLIOSIDE GM3 (NH4+ SALT)
ganglioside monosialoganglioside-gm3
MONOSIALOGANGLIOSIDE GM3 SODIUM SALT
Monosialoganglioside GM3 bovine brain
Ganglioside GM3 Mixture (sodium salt)
Ganglioside GM3 Mixture (ammonium salt)
monosialoganglioside gm3 from bovine brain
monosialoganglioside gm3 from canine blood
Monosialoganglioside GM3, Bovine (NH4+ salt)
MONOSIALOGANGLIOSIDE-GM3 CELL CULTURE*TE STED
Monosialoganglioside GM3 (bovine)(aMMoniuM salt)
(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
(2S,4S,5R)-2-((2S,3R,4S,5S,6R)-2-((2R,3S,4R,5R,6R)-6-((2S,3R,E)-2-docosanamido-3-hydroxyoctadec-4-enyloxy)-4,5-dihydroxy-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
(2S,4S,5R)-2-((2S,3R,4S,5S,6R)-2-((2R,3S,4R,5R,6R)-6-((2S,3R,E)-2-dodecanamido-3-hydroxyoctadec-4-enyloxy)-4,5-dihydroxy-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
(2S,4S,5R)-5-ethanamido-2-((2S,3R,4S,5S,6R)-2-((2R,3S,4R,5R,6R)-6-((2S,3R,E)-2-hexadecanamido-3-hydroxyoctadec-4-enyloxy)-4,5-dihydroxy-2-(hydroxymethyl)tetrahydro-2H-pyran-3-yloxy)-3,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-4-yloxy)-4-hydroxy-6-((1R,2R)-1,2,3-trihydroxypropyl)tetrahydro-2H-pyran-2-carboxylic acid
(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
(2S,4S,5R)-5-ethanamido-2-((2S,3R,4S,5S,6R)-2-((2R,3S,4R,5R,6R)-6-((2S,3R,E)-2-hexacosanamido-3-hydroxyoctadec-4-enyloxy)-4,5-dihydroxy-2-(hydroxymethyl)tetrahydro-2H-pyran-3-yloxy)-3,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-4-yloxy)-4-hydroxy-6-((1R,2R)-1,2,3-trihydroxypropyl)tetrahydro-2H-pyran-2-carboxylic acid
(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-tetracosanamidooctadec-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
(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-pentacosanamidooctadec-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
(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-((Z)-octadec-9-enamido)octadec-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
(2S,4S,5R)-5-ethanamido-2-((2S,3R,4S,5S,6R)-2-((2R,3S,4R,5R,6R)-6-((2S,3R,E)-2-((Z)-hexacos-17-enamido)-3-hydroxyoctadec-4-enyloxy)-4,5-dihydroxy-2-(hydroxymethyl)tetrahydro-2H-pyran-3-yloxy)-3,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-4-yloxy)-4-hydroxy-6-((1R,2R)-1,2,3-trihydroxypropyl)tetrahydro-2H-pyran-2-carboxylic acid
(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-((Z)-tetracos-15-enamido)octadec-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 | [Molecular Formula]
C64H118N2O21.H3N | [MDL Number]
MFCD00131139 | [MOL File]
54827-14-4.mol | [Molecular Weight]
1268.66 |
| Chemical Properties | Back Directory | [storage temp. ]
−20°C | [solubility ]
chloroform/methanol/water (9.5:9.5:1): 20mg/mLclear, colorless to light yellow | [form ]
lyophilized powder | [color ]
White |
| Hazard Information | Back Directory | [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. | [storage]
Store at -20°C |
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