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860058P

Avanti

Ganglioside GM3 (Bovine Milk)

Avanti Polar Lipids

Synonym(s):

110953

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About This Item

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

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 Polar Lipids

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+]

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

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Description
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Storage Class Code

11 - Combustible Solids

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
Igor Vukovic et al.
Kidney & blood pressure research, 40(3), 306-314 (2015-06-06)
Despite scientific advances, diabetic nephropathy remains both a therapeutical challenge, and one of the major diabetic complications. Chemical structure of gangliosides, the most complex of glycosphingolipids, is characterised by one or more sialic acids and carbohydrate groups linked to a
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
Shelly J Krebs et al.
Immunity, 50(3), 677-691 (2019-03-17)
Lineage-based vaccine design is an attractive approach for eliciting broadly neutralizing antibodies (bNAbs) against HIV-1. However, most bNAb lineages studied to date have features indicative of unusual recombination and/or development. From an individual in the prospective RV217 cohort, we identified

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