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Merck
CN

S7049

D-鞘氨醇

synthetic

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:
NACRES:
NA.77
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生物来源

synthetic

质量水平

方案

≥98% (TLC)

表单

powder

mp

74.2-78.1 °C

溶解性

chloroform: complete 20 mg/mL, clear, colorless

脂质类型

sphingolipids

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

基因信息

rat ... Prkca(24680)

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应用

已研究了 D-Sphingosine(合成的)对真菌莱氏野村菌的发芽活性的影响。8

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。
鞘氨醇的天然异构体

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)


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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S S Reddy et al.
The Journal of clinical investigation, 84(5), 1569-1576 (1989-11-01)
Leprechaunism is a rare genetic disorder characterized by severe growth retardation and insulin resistance. Maximal epidermal growth factor (EGF) binding was reduced in fibroblasts from three unrelated patients with leprechaunism (Ark-1, Can-1, and Minn-1) compared with control (0.8-2.2%/mg protein vs.
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
Vishal A Deshmukh et al.
Nature, 502(7471), 327-332 (2013-10-11)
Progressive phases of multiple sclerosis are associated with inhibited differentiation of the progenitor cell population that generates the mature oligodendrocytes required for remyelination and disease remission. To identify selective inducers of oligodendrocyte differentiation, we performed an image-based screen for myelin

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