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Merck
CN

S6879

Sigma-Aldrich

D-鞘氨醇

from bovine brain, ~99% (TLC)

别名:

4-鞘氨醇, 反式-D--2-氨基-4-十八烯-1,3-二醇, (2S,3R,4E)-2-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):
C18H37NO2
化学文摘社编号:
分子量:
299.49
Beilstein:
1727294
EC 号:
MDL编号:
UNSPSC代码:
12352211
PubChem化学物质编号:
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生物来源

bovine brain

方案

~99% (TLC)

储存温度

−20°C

SMILES字符串

OC[C@@](N)([H])[C@]([H])(O)/C=C/CCCCCCCCCCCCC

InChI

1S/C18H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)17(19)16-20/h14-15,17-18,20-21H,2-13,16,19H2,1H3/b15-14+/t17-,18+/m0/s1

InChI key

WWUZIQQURGPMPG-KRWOKUGFSA-N

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应用

D-Sphingosine from bovine brain was tested for effects on distribution of clathrin/AP-2 in cultured fibroblasts.8 It was used to prepare vesicles and study the interactions of DNA with bilayers of cationic liposomes.9

生化/生理作用

细胞膜的一种组成部分。神经酰胺的前体。蛋白激酶 C 的选择性抑制剂,但不抑制蛋白激酶  A 或肌球蛋白轻链激酶。钙调蛋白依赖性酶的抑制剂。

制备说明

Prepared from sphingomyelin.

分析说明

May contain small amounts of structural analogues.

危险声明

预防措施声明

危险分类

Aquatic Chronic 4

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)

法规信息

新产品
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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Susan M Hancock et al.
Nature chemical biology, 5(7), 508-514 (2009-06-16)
Though glycosphingolipids have great potential as therapeutics for cancer, HIV, neurodegenerative diseases and auto-immune diseases, both extensive study of their biological roles and development as pharmaceuticals are limited by difficulties in their synthesis, especially on large scales. Here we addressed
Meret E Ricklin et al.
Neurology, 81(2), 174-181 (2013-05-24)
To study the immune response against varicella-zoster virus (VZV) in patients with multiple sclerosis before and during fingolimod therapy. The VZV-specific immune response was studied using interferon (IFN)-γ enzyme-linked immunosorbent spot assay, proliferation assays, and upregulation of T-cell activation markers
Jeroen Tibboel et al.
Chest, 145(1), 120-128 (2014-01-08)
Sphingolipids comprise a class of bioactive lipids that are involved in a variety of pathophysiologic processes, including cell death and survival. Ceramide and sphingosine-1-phosphate (S1P) form the center of sphingolipid metabolism and determine proapoptotic and antiapoptotic balance. Findings in animal
David Henault et al.
Neurology, 81(20), 1768-1772 (2013-10-18)
To determine the range of fluctuation in total lymphocyte counts (TLCs) in peripheral blood over a 4- to 7-year period in patients with MS receiving fingolimod (FTY720) and the relation between TLCs and T-cell subsets (CD4+, CD8+, CCR7+/-) that are
Tim Ting Chiu et al.
The Journal of biological chemistry, 288(24), 17520-17531 (2013-05-04)
Insulin activates a cascade of signaling molecules, including Rac-1, Akt, and AS160, to promote the net gain of glucose transporter 4 (GLUT4) at the plasma membrane of muscle cells. Interestingly, constitutively active Rac-1 expression results in a hormone-independent increase in

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