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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
Molecular Weight:
1268.66
MDL Number:
MFCD00131139
MOL File:
54827-14-4.mol
MSDS File:
SDS
Last updated:2023-06-08 09:02:15

MONOSIALOGANGLIOSIDE GM3 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

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
WGK Germany  3
10-21
NFPA 704
0
2 0

MONOSIALOGANGLIOSIDE GM3 price More Price(14)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich G5642 Monosialoganglioside GM3 from canine blood ≥98%, lyophilized powder 54827-14-4 0.5mg $490 2024-03-01 Buy
Sigma-Aldrich G5642 Monosialoganglioside GM3 from canine blood ≥98% 54827-14-4 1mg $804 2024-03-01 Buy
Cayman Chemical 15587 Ganglioside GM3 (sodium salt) ≥98% 54827-14-4 1mg $238 2024-03-01 Buy
TRC M567140 MonosialogangliosideGM3SodiumSalt 54827-14-4 1mg $920 2021-12-16 Buy
Usbiological 297092 GM1-Ganglioside 54827-14-4 500ug $1593 2021-12-16 Buy
Product number Packaging Price Buy
G5642 0.5mg $490 Buy
G5642 1mg $804 Buy
15587 1mg $238 Buy
M567140 1mg $920 Buy
297092 500ug $1593 Buy

MONOSIALOGANGLIOSIDE GM3 Chemical Properties,Uses,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

MONOSIALOGANGLIOSIDE GM3 Suppliers

Global( 50)Suppliers
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BOC Sciences
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Career Henan Chemica Co
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Alfa Chemistry
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Aladdin Scientific
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Spectrum Chemical Manufacturing Corp. 021-021-021-67601398-809-809-809 15221380277 marketing_china@spectrumchemical.com China 9658 60
Shanghai Tauto Biotech Co., Ltd. 021-51320588 tauto@tautobiotech.com China 3989 66
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Sigma-Aldrich 021-61415566 800-8193336 orderCN@merckgroup.com China 51456 80
Alfa Chemistry 1-516-6625404 support@alfa-chemistry.com United States 9171 60
Shanghai EFE Biological Technology Co., Ltd. 021-65675885 18964387627 info@efebio.com China 9806 58
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 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))) 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 SODIUM SALT GM3-Ganglioside sodium 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