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Merck

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號碼:
分類程式碼代碼:
12352211
PubChem物質ID:
NACRES:
NA.77

生物源

semisynthetic

品質等級

化驗

≥97% (TLC)

形狀

powder

顏色

white

溶解度

DMSO: soluble
ethanol: soluble

脂質類型

sphingolipids

儲存溫度

−20°C

SMILES 字串

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 密鑰

BLTCBVOJNNKFKC-HEQKZDDYSA-N

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應用

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。

準備報告

由牛脑脑苷脂的 D-鞘氨醇制备。

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

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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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)
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
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
Klemen Strle et al.
Endocrinology, 147(9), 4363-4373 (2006-06-17)
The stress kinase c-jun N-terminal kinase (JNK) was recently shown to be involved in the pathophysiology of major inflammatory conditions, including Alzheimer's disease, stroke, obesity, and type II diabetes. However, the role of JNK in regulating inflammatory events in skeletal

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