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Merck
CN

A7191

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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关于此项目

经验公式(希尔记法):
C20H39NO3
分子量:
341.53
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352211
MDL number:
Assay:
≥97% (TLC)
Form:
powder
Quality level:
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产品名称

N-乙酰-D-鞘氨醇, ≥97% (TLC), powder

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

SMILES string

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

InChI key

BLTCBVOJNNKFKC-HEQKZDDYSA-N

biological source

semisynthetic

assay

≥97% (TLC)

form

powder

color

white

solubility

DMSO: soluble
ethanol: soluble

lipid type

sphingolipids

storage temp.

−20°C

Quality Level

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Application

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。

Biochem/physiol Actions

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。

Preparation Note

由牛脑脑苷脂的 D-鞘氨醇制备。

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


历史批次信息供参考:

分析证书(COA)

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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
Silvia Balosso et al.
Brain : a journal of neurology, 131(Pt 12), 3256-3265 (2008-10-28)
Interleukin-1beta (IL-1beta) is overproduced in human and rodent epileptogenic tissue and it exacerbates seizures upon brain application in rodents. Moreover, pharmacological prevention of IL-1beta endogenous synthesis, or IL-1 receptor blockade, mediates powerful anticonvulsive actions indicating a significant role of this
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
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)
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

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