S4257
鞘氨醇磷酸胆碱
≥98%, intracellular and extracellular signaling mediator, powder
别名:
(2S,3R,4E)-2-氨基-4-十八碳烯-3-羟基-1-磷酸胆碱, 2-[[[(2-氨基-3-羟基-4-十八碳烯基)氧基]羟基-亚膦酰基]氧基] -N,N,N-三甲基乙胺 内盐, D-赤式-鞘氨醇磷酸胆碱, Lyso SM (d18:1), 溶鞘磷脂
产品名称
鞘氨醇磷酸胆碱, ≥98%, powder
质量水平
方案
≥98%
表单
powder
颜色
light yellow
溶解性
chloroform/methanol (2:1): complete 10 mg/ml, clear to slightly hazy, colorless to light yellow
储存温度
−20°C
SMILES字符串
[H][C@](/C=C/CCCCCCCCCCCCC)(O)[C@@]([H])(N)COP([O-])(OCC[N+](C)(C)C)=O
InChI
1S/C23H49N2O5P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-23(26)22(24)21-30-31(27,28)29-20-19-25(2,3)4/h17-18,22-23,26H,5-16,19-21,24H2,1-4H3/b18-17+/t22-,23+/m0/s1
InChI key
JLVSPVFPBBFMBE-HXSWCURESA-N
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相关类别
应用
目前已研究了鞘氨醇磷酸胆碱对小鼠小脑颗粒神经元和PC-12细胞的神经营养作用。
生化/生理作用
鞘氨醇磷酸胆碱(SPC)是一种介导细胞内和细胞外信号传导的生物活性脂质。它通过不依赖IP3的途径从细胞内储存物中调动Ca2+。它刺激CCL2生成，可能有助于动脉粥样硬化病情发展。SPC是内皮细胞分化基因受体3 (EDG3)的配体。
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
A Uehara et al.
FEBS letters, 460(3), 467-471 (1999-11-11)
The effects of the lysosphingolipid, sphingosylphosphorylcholine (SPC), on the cardiac ryanodine receptor (RyR) were examined. The open probability of cardiac RyR incorporated in lipid bilayers was decreased by cytoplasmic, but not lumenal side application of micromolar concentrations of SPC. Modification
D Meyer zu Heringdorf et al.
FEBS letters, 410(1), 34-38 (1997-06-23)
Sphingolipid breakdown products are now being recognized to play a dual role in cellular signalling, acting as intracellular as well as extracellular signalling molecules. Both types of action may even be found with one sphingolipid species. The recent demonstration of
H Okamoto et al.
Biochemical and biophysical research communications, 260(1), 203-208 (1999-06-25)
AGR16/H218/EDG5 and EDG1 are functional receptors for lysosphingolipids, whereas EDG2 and EGD4 are receptors for lysophosphatidic acid (LPA). The present study demonstrates that EDG3, the yet poorly defined member of the EDG family G protein-coupled receptors, shows identical agonist specificity
Naoko Konno et al.
Biochemical and biophysical research communications, 364(1), 163-168 (2007-10-16)
Sphingosylphosphorylcholine (SPC) is a choline-containing naturally occurring derivative of sphingolipid involved in various biological processes. Here we show that SPC displays neurotrophic effects in cerebellar granule neurons (CGNs) and in PC12 cells. When CGNs were cultured under non-depolarizing condition, they
Ha Young Lee et al.
Journal of immunology (Baltimore, Md. : 1950), 186(7), 4347-4353 (2011-03-04)
Sphingosylphosphorylcholine (SPC) is a component of high-density lipoprotein particles. We investigated the functional role of SPC in HUVECs. SPC stimulation induced production of the CCL2 chemokine in a PTX-sensitive G-protein-dependent manner. SPC treatment caused the activation of NF-κB and AP-1
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