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Merck
CN

A7191

Sigma-Aldrich

N-乙酰-D-鞘氨醇

≥97% (TLC), powder

别名:

N-乙酰基-D-红鞘氨醇, C2 神经酰胺(d18:1/2:0), C2 神经酰胺, 乙酰神经酰胺, (2S,3R,4E)-2-(乙酰基氨基)-4-十八烯-1,3-二醇

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About This Item

经验公式(希尔记法):
C20H39NO3
分子量:
341.53
MDL编号:
UNSPSC代码:
12352211
PubChem化学物质编号:
NACRES:
NA.77

生物来源

semisynthetic

质量水平

方案

≥97% (TLC)

表单

powder

颜色

white

溶解性

DMSO: soluble
ethanol: soluble

脂质类型

sphingolipids

储存温度

−20°C

SMILES字符串

CCCCCCCCCCCCC\C=C\[C@H](O)[C@@H](CO)NC(C)=O

InChI

1S/C20H39NO3/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-20(24)19(17-22)21-18(2)23/h15-16,19-20,22,24H,3-14,17H2,1-2H3,(H,21,23)/b16-15+/t19-,20+/m1/s1

InChI key

BLTCBVOJNNKFKC-HEQKZDDYSA-N

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应用

N-乙酰基-D-鞘氨醇是一种具有细胞可渗透性和生物活性的神经酰胺。N-乙酰-D-鞘氨醇诱导细胞分化和凋亡。N-乙酰-D-鞘氨醇在非转基因小鼠体内对内皮依赖性激动剂乙酰胆碱产生浓度依赖性血管舒张功能损伤。

生化/生理作用

具有细胞可渗透性、生物活性的神经酰胺。它诱导细胞分化和凋亡,并可激活蛋白磷酸酶。

制备说明

由牛脑脑苷脂的 D-鞘氨醇制备。

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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访问文档库

I-Ling Lin et al.
Cancer cell international, 14(1), 1-1 (2014-01-08)
The anticancer effects of ceramide have been reported in many types of cancers but less in lung cancer. In this study, we used C2-ceramide to further investigate its possible anticancer effects and mechanisms on non-small cell lung cancer (NSCLC) H1299
Sean P Didion et al.
Arteriosclerosis, thrombosis, and vascular biology, 25(1), 90-95 (2004-11-06)
Ceramide is an important intracellular second messenger that may also increase superoxide. The goal of this study was to determine whether overexpression of CuZn superoxide dismutase (SOD) protects against ceramide-induced increases in vascular superoxide and endothelial dysfunction. Carotid arteries from
Yusheng Liang et al.
Animals : an open access journal from MDPI, 11(7) (2021-08-08)
The objective was to perform a proof-of-principle study to evaluate the effects of methionine (Met) and arginine (Arg) supply on protein abundance of amino acid, insulin signaling, and glutathione metabolism-related proteins in subcutaneous adipose tissue (SAT) explants under ceramide (Ce)
Wen-Tsan Chang et al.
International journal of molecular sciences, 20(17) (2019-09-05)
Ceramide is a sphingolipid which regulates a variety of signaling pathways in eukaryotic cells. Exogenous ceramide has been shown to induce cellular apoptosis. In this study, we observed that exogenous ceramide induced two distinct morphologies of cell fate following C2-ceramide
Ying Zhang et al.
Apoptosis : an international journal on programmed cell death, 14(7), 878-889 (2009-06-03)
Amyloid peptides interfere with survival of pancreatic beta-cells. In some cells apoptosis is paralleled by ceramide-dependent alterations of ion channel activity. The purpose of the present study was to elucidate the dependence of amyloid peptides Abeta(1-42) and islet amyloid polypeptide

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