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S4257

鞘氨醇磷酸胆碱

Name: 鞘氨醇磷酸胆碱
Brand: SIGMA

≥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

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关于此项目

经验公式（希尔记法）:

C₂₃H₄₉N₂O₅P

化学文摘社编号:

1670-26-4

分子量:

464.62

NACRES:

NA.77

PubChem Substance ID:

24899596

UNSPSC Code:

12352211

MDL number:

MFCD02259287

Beilstein/REAXYS Number:

7342520

Assay:

≥98%

Form:

powder

Quality level:

200

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属性

产品名称

鞘氨醇磷酸胆碱, ≥98%, powder

Quality Level

200

assay

≥98%

form

powder

color

light yellow

solubility

chloroform/methanol (2:1): complete 10 mg/ml, clear to slightly hazy, colorless to light yellow

storage temp.

−20°C

SMILES string

[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

说明

Application

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。

Biochem/physiol Actions

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。

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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)

Lot/Batch Number

0000520154

0000476614

0000447860

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Novel neurotrophic effects of sphingosylphosphorylcholine in cerebellar granule neurons and in PC12 cells.

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

EDG3 is a functional receptor specific for sphingosine 1-phosphate and sphingosylphosphorylcholine with signaling characteristics distinct from EDG1 and AGR16.

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

Effect of sphingosylphosphorylcholine on the single channel gating properties of the cardiac ryanodine receptor.

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

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全球贸易项目编号

货号	GTIN
S4257-10MG	04061836925598
S4257-25MG	04061836925611