ChemicalBook > CAS DataBase List > MONOSIALOGANGLIOSIDE GM3

MONOSIALOGANGLIOSIDE GM3

Product Name
MONOSIALOGANGLIOSIDE GM3
CAS No.
54827-14-4
Chemical Name
MONOSIALOGANGLIOSIDE GM3
Synonyms
GM3 NA;Hematoside;Ganglioside M3;GM1-GANGLIOSIDE;GM3 (NH4+ SALT);Ganglioside GM3;II3NEUAC-GGOSE4CER;GANGLIOSIDE GM3(18, 2);GM3-Ganglioside sodium;Sialosyllactosylceramide
CBNumber
CB3344558
Molecular Formula
C64H118N2O21.H3N
Formula Weight
1268.66
MOL File
54827-14-4.mol
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MONOSIALOGANGLIOSIDE GM3 Property

storage temp. 
−20°C
solubility 
chloroform/methanol/water (9.5:9.5:1): 20mg/mLclear, colorless to light yellow
form 
lyophilized powder
color 
White
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Safety

WGK Germany 
3
F 
10-21
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
G5642
Product name
Monosialoganglioside GM3 from canine blood
Purity
≥98%, lyophilized powder
Packaging
0.5mg
Price
$490
Updated
2024/03/01
Sigma-Aldrich
Product number
G5642
Product name
Monosialoganglioside GM3 from canine blood
Purity
≥98%
Packaging
1mg
Price
$804
Updated
2024/03/01
Cayman Chemical
Product number
15587
Product name
Ganglioside GM3 (sodium salt)
Purity
≥98%
Packaging
1mg
Price
$238
Updated
2024/03/01
TRC
Product number
M567140
Product name
MonosialogangliosideGM3SodiumSalt
Packaging
1mg
Price
$920
Updated
2021/12/16
Usbiological
Product number
297092
Product name
GM1-Ganglioside
Packaging
500ug
Price
$1593
Updated
2021/12/16
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MONOSIALOGANGLIOSIDE GM3 Chemical Properties,Usage,Production

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.

MONOSIALOGANGLIOSIDE GM3 Preparation Products And Raw materials

Raw materials

Preparation Products

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MONOSIALOGANGLIOSIDE GM3 Suppliers

China 28 Germany 1 India 1 Japan 1 Sweden 1 Switzerland 2 United Kingdom 3 United States 13 Global 50

54827-14-4, MONOSIALOGANGLIOSIDE GM3Related Search:

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

  • 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
  • Ganglioside GM3 (d18:1/20:0)
  • (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
  • Ganglioside GM3 (d18:1/22:0)
  • GANGLIOSIDE GM3(18, 2)
  • GANGLIOSIDE GM3, MONOSIALO
  • GANGLIOSIDE GM3 SODIUM SALT
  • MONOSIALOGANGLIOSIDE GM3 SODIUM SALT
  • MONOSIALOGANGLIOSIDE GM3
  • MONOSIALOGANGLIOSIDE GM3, BOVINE
  • MONOSIALOGANGLIOSIDE GM3, HUMAN
  • MONOSIALOGANGLIOSIDE GM3 NA (BOVINE)
  • MONOSIALOGANGLIOSIDE GM3 (NH4+ 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-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
  • Ganglioside GM3 (d18:1/24:0)
  • (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-((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
  • Ganglioside GM3 (d18:1/24:1(15Z))
  • (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
  • Ganglioside GM3 (d18:1/25:0)
  • (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
  • Ganglioside GM3 (d18:1/26:0)
  • (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
  • Ganglioside GM3 (d18:1/26:1(17Z)))
  • GM3-Ganglioside sodium
  • GM1-GANGLIOSIDE
  • GM3 NA
  • GM3 (NH4+ SALT)
  • II3NEUAC-GGOSE4CER
  • ganglioside monosialoganglioside-gm3
  • Monosialoganglioside GM3 bovine brain
  • MONOSIALOGANGLIOSIDE-GM3 CELL CULTURE*TE STED
  • Ganglioside GM3
  • monosialoganglioside gm3 from bovine brain
  • monosialoganglioside gm3 from canine blood
  • GANGLIOSIDEGM3SODIUMSALT,BOVINEBRAIN
  • (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
  • Ganglioside GM3 ((d18:1/9Z-18:1)
  • (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
  • Ganglioside GM3 (d18:1/12:0)
  • (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
  • Ganglioside GM3 (d18:1/16:0)
  • Ganglioside GM3 Mixture (sodium salt)
  • Ganglioside GM3 Mixture (ammonium salt)
  • Ganglioside GM3 (bovine brain) (sodium salt)
  • Sodium N-((3R,6S)-6-carboxy-6-(((2S,4S,5R)-2-(((2S,3S,6R)-4,5-dihydroxy-6-(((2S,3R,E)-3-hydroxy-2-stearamidooctadec-4-en-1-yl)oxy)-2-(hydroxymethyl)tetrahydro-2H-pyran-3-yl)oxy)-3,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-4-yl)oxy)-4-hydroxy-2-((1S,2R)-1,2,3-trihydroxypropyl)tetrahydro-2H-pyran-3-yl)acetimidate
  • 54827-14-4
  • C53H96N2O21
  • C57H104N2O21
  • C59H108N2O21
  • C61H112N2O21
  • C63H116N2O21