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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

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+]

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
Yukinori Tsukuda et al.
PloS one, 7(6), e40136-e40136 (2012-07-07)
Rheumatoid arthritis (RA), a chronic systemic inflammatory disorder that principally attacks synovial joints, afflicts over 2 million people in the United States. Interleukin (IL)-17 is considered to be a master cytokine in chronic, destructive arthritis. Levels of the ganglioside GM3
Thomas Kolter
ISRN biochemistry, 2012, 506160-506160 (2012-01-01)
Gangliosides are sialic acid-containing glycosphingolipids. They occur especially on the cellular surfaces of neuronal cells, where they form a complex pattern, but are also found in many other cell types. The paper provides a general overview on their structures, occurrence
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
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