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Merck
CN

860076W

Avanti

C18:0 GM1-d5

Avanti Polar Lipids 860076W, methanol solution

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别名:
C18:0 GM1 Ganglioside-d5 (synthetic, ammonium salt)
经验公式(希尔记法):
C73H129D5N4O31
分子量:
1568.88
UNSPSC代码:
12352211
NACRES:
NA.25

检测方案

>99% (TLC)

形式

methanol solution

包装

pkg of 1 × 1 mL (860076W-100ug)

制造商/商品名称

Avanti Polar Lipids 860076W

浓度

0.1 mg/mL

运输

dry ice

储存温度

−20°C

SMILES字符串

[H][C@](/C=C/CCCCCCCCCCCCC)(O)[C@@]([H])(NC(CCCCCCCCCCCCCCCC([2H])(C([2H])([2H])[2H])[2H])=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]4O[C@H](C

一般描述

Gangliosides are glycosphingolipids, contains one or more residues of sialic acid. They are grouped according to the number of their sialic acid residues: one (M), two (D), or three (T). The GM1 ganglioside denotes a glycolipid that contains a monosialylated tetraose oligosaccharide (Galβ1 & 3GalNAcβ1 & 4(NeuAcα2 & 3)Galβ1 & 4Glcβ1 & 1′Cer). C18:0 GM1 ganglioside contains stearic acid as one of the fatty acid chain. These are normal components of the plasma membranes of mammalian cells and are abundant in neuronal membranes. Structurally, they possess the oligosaccharide chain constituting the hydrophilic portion in the extracellular medium and the ceramide moiety constituting the hydrophobic portion in the lipid layer of the membrane. The length and degree of unsaturation of both alkyl chains present in the ganglioside influences membrane fluidity and permeability. The ceramide portion regulates the activity of membrane-associated proteins.

生化/生理作用

Gangliosides plays an important role in cell-cell recognition, cell adhesion, contact inhibition, and tissue differentiation. GM1 ganglioside binds the cholera toxin.

包装

2 mL Amber Glass Sealed Ampule

警示用语:

Danger

危险分类

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

靶器官

Eyes

WGK

WGK 2

闪点(°F)

49.5 °F

闪点(°C)

9.7 °C

法规信息

危险化学品

分析证书(COA)

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Cyclic AMP accumulation in HeLa cells induced by cholera toxin. Involvement of the ceramide moiety of GM1 ganglioside.
Masserini M, et al.
The Biochemical Journal, 271(1), 107-111 (1990)
Structural characterization of the GM1 ganglioside by infrared multiphoton dissociation, electron capture dissociation, and electron detachment dissociation electrospray ionization FT-ICR MS/MS.
McFarland MA, et al.
Journal of the American Society For Mass Spectrometry, 16(5), 752-762 (2005)
Preparation of GM1 ganglioside molecular species having homogeneous fatty acid and long chain base moieties.
Sonnino S, et al.
Journal of Lipid Research, 26(2), 248-257 (1985)

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