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860074W

Avanti

C18:0 GM3 (synthetic)

Avanti Research™ - A Croda Brand 860074W, methanol solution

Synonym(s):

C18:0 GM3 Ganglioside (synthetic, ammonium salt)

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About This Item

Empirical Formula (Hill Notation):
C59H111N3O21
CAS Number:
1246353-19-4
Molecular Weight:
1198.52
UNSPSC Code:
12352211
NACRES:
NA.25

assay

>99% (TLC)

form

methanol solution

packaging

pkg of 1 × 1 mL (860074W-100ug)

manufacturer/tradename

Avanti Research™ - A Croda Brand 860074W

concentration

0.1 mg/mL (860074W-100ug)

lipid type

sphingolipids
cardiolipins

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)

General description

Ganglioside monosialodihexosylganglioside (GM3) are membrane-bound glycosphingolipids (GSLs). It comprises a sialic acid residue and an oligosaccharide head structure. GM3 is present in milk and kidney cells. GM3 is the most widely present ganglioside in tissues.

Biochem/physiol Actions

Ganglioside monosialodihexosylganglioside (GM3) modulates apoptosis, cell proliferation and differentiation. It is also essential for cellular signaling pathways, cell adhesion and mobility. GM3 prevents the action of fibroblast growth factor receptor. Low levels of ganglioside GM3 is associated with the pathogenesis of rheumatoid arthritis. GM3 maintains immunological functions by inhibiting cytokine production.

Packaging

2 mL Amber Glass Sealed Ampule (860074W-100ug)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

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Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Flam. Liq. 2 - STOT SE 1

target_organs

Eyes

Storage Class

3 - Flammable liquids

wgk_germany

WGK 2

flash_point_f

49.5 °F - closed cup

flash_point_c

9.7 °C - closed cup

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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

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