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860058P

Avanti

Ganglioside GM3 (Bovine Milk)

Avanti Research™ - A Croda Brand

Synonym(s):

110953

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About This Item

CAS Number:
1246353-19-4
UNSPSC Code:
12352211
NACRES:
NA.25
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description

GM3 Ganglioside (Milk, Bovine-Ammonium Salt)

assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 1 mg (860058P-1mg), pkg of 1 × 10 mg (860058P-10mg), pkg of 1 × 25 mg (860058P-25mg), pkg of 1 × 5 mg (860058P-5mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand

lipid type

sphingolipids

shipped in

dry ice

storage temp.

−20°C

SMILES string

[H][C@](/C=C/CCCCCCCCCCCCC)(O)[C@@]([H])(NC(CCCCCCCCCCCCCCCCC)=O)CO[C@H]1[C@H](O)[C@@H](O)[C@H](O[C@@H]2O[C@H](CO)[C@@H]([C@H](O[C@@]3(C([O-])=O)O[C@@H]([C@H](O)[C@H](O)CO)[C@@](NC(C)=O)([H])[C@@H](O)C3)[C@H]2O)O)[C@@H](CO)O1.[NH4+]

InChI

1S/C59H108N2O21.H3N/c1-4-6-8-10-12-14-16-18-19-21-23-25-27-29-31-33-46(69)61-40(41(66)32-30-28-26-24-22-20-17-15-13-11-9-7-5-2)38-77-56-51(73)50(72)53(45(37-64)79-56)80-57-52(74)55(49(71)44(36-63)78-57)82-59(58(75)76)34-42(67)47(60-39(3)65)54(81-59)48(70)

InChI key

WFQOHDPRXSLGNK-BLVJLEROSA-N

General description

Ganglioside monosialodihexosylganglioside (GM3) are glycosphingolipids (GSLs), which are membrane-bound consisting of a sialic acid residue and an oligosaccharide head structure. It is found in milk and kidney cells. GM3 is the most broadly distributed ganglioside in tissues.

Application

Ganglioside GM3 (Bovine Milk) has been used in lipid binding assay to assess the binding of monoclonal antibodies (mAbs). It may be used as a standard to investigate the efficiency of ganglioside extraction in brain using electrospray ionization-mass spectrometry (ESI MS) analysis. It may also be used for the structural characterization of gangliosides using ultraviolet photodissociation mass spectrometry.

Biochem/physiol Actions

Ganglioside monosialodihexosylganglioside (GM3) blocks the activity of fibroblast growth factor receptor. GM3-enriched microdomain is involved in modulating cell growth. Low levels of ganglioside GM3 is involved in the pathogenesis of rheumatoid arthritis. GM3 regulates immunological functions by preventing cytokine production. It regulates apoptosis, cell proliferation and differentiation. GM3 is also involved in cellular signaling pathways, cell adhesion and mobility. Increased GM3 levels are associated with diabetic nephropathy.

Packaging

5 mL Amber Glass Screw Cap Vial (860058P-10mg)
5 mL Amber Glass Screw Cap Vial (860058P-1mg)
5 mL Amber Glass Screw Cap Vial (860058P-25mg)
5 mL Amber Glass Screw Cap Vial (860058P-5mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class

11 - Combustible Solids

Regulatory Information

涉药品监管产品

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John P O'Brien et al.
Analytical chemistry, 85(21), 10399-10407 (2013-10-03)
Ultraviolet photodissociation (UVPD) mass spectrometry was used to characterize the structures of amphiphilic glycosphingolipids and gangliosides in comparison to collision induced dissociation (CID) and higher energy collision dissociation (HCD) in a high performance Orbitrap mass spectrometer. UVPD produced the widest
Sonia Tomar et al.
Glycoconjugate journal (2019-12-06)
Sialidases or neuraminidases play important roles in various physiological and pathological processes by cleaving terminal sialic acids (Sias) (desialylation) from the glycans of both glycoproteins and glycolipids. To understand the biological significance of desialylation by sialidases, it is important to
Yangyang Zhang et al.
Scientific reports, 6, 25289-25289 (2016-05-05)
Gangliosides are a family of complex lipids that are abundant in the brain. There is no doubt the investigations about the distribution of gangliosides in brian and the relationship between gangliosides and Alzheimer's disease is profound. However, these investigations are
View All Related Papers

Global Trade Item Number

SKUGTIN
860058P-10MG04061835316724
860058P-1MG04061835316731
860058P-25MG04061835316748
860058P-5MG04061835316755