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Merck
CN

P3017

Sigma-Aldrich

2-油酰-1-棕榈酰--甘油基-3-磷酸胆碱

≥95.5% (GC), ≥98% (TLC)

别名:

1-十六烷2-(顺式-9-十八碳烯酰基)-sn-甘油-3-磷酸胆碱, 1-棕榈酰-2-油酰-sn-甘油-3-磷酸胆碱, 3-sn-磷脂酰胆碱,2-油酰-1-棕榈酰, L-β-油酰-γ-棕榈酰-α-磷脂, PC(16:0/18:1(9Z)), PC(16:0/18:1), PC(16:0/18:1w9), POPC

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关于此项目

经验公式(希尔记法):
C42H82NO8P
CAS Number:
分子量:
760.08
Beilstein:
4173237
EC 号:
MDL编号:
UNSPSC代码:
12352211
PubChem化学物质编号:
NACRES:
NA.77
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质量水平

方案

≥95.5% (GC)
≥98% (TLC)

表单

powder

储存温度

−20°C

SMILES字符串

CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C\CCCCCCCC

InChI

1S/C42H82NO8P/c1-6-8-10-12-14-16-18-20-21-23-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43(3,4)5)38-48-41(44)34-32-30-28-26-24-22-19-17-15-13-11-9-7-2/h20-21,40H,6-19,22-39H2,1-5H3/b21-20+/t40-/m1/s1

InChI key

WTJKGGKOPKCXLL-RYDYYDTQSA-N

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相关类别

一般描述

2-油酰-1-棕榈锡-sn-甘油-3-磷酸胆碱 (POPC) 与哺乳动物磷脂的组成类似。它包括sn-1 位置的一条饱和链(棕榈酸)和sn-2 位置的一条不饱和链(油酸)。它是良好的EPC合成替代品。POPC与肺泡膜相关,是一种肺表面活性剂。
通过单一水合步骤形成负载有所选分子的无热原的,成分明确的脂质体。

应用

2-油酰-1-棕榈锡-sn-甘油-3-磷酸胆碱已被用于:
  • 脂质体制备,用于植物样品中单半乳糖基二酰基甘油合成酶 (MGD1) 活性的脂质结合检测
  • 脂质体制备,用于融合人脐静脉内皮细胞 (HUVEC) ,以监控白细胞介素引起的凝血过程
  • 与三油酸甘油酯一起用于相分离研究

用巨型 POPC 脂质体研究了非离子去污剂对脂质体的影响。洗涤剂浓度升高导致管状突起,然后在球形脂质体上形成压痕。洗涤剂浓度较高时,脂质体发生破裂。

生化/生理作用

2-油酰-1-棕榈锡-sn-甘油-3-磷酸胆碱 (POPC) 可以减小与气液界面相关的表面张力。它可以有效减轻肺泡塌陷和肺水肿。POPC通常可用作一种模型脂质,用于生物物理实验。 它在接触臭氧时进行氧化分解。

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:

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Peter van Hoogevest et al.
European journal of lipid science and technology : EJLST, 116(9), 1088-1107 (2014-11-18)
In pharmaceutical formulations, phospholipids obtained from plant or animal sources and synthetic phospholipids are used. Natural phospholipids are purified from, e.g., soybeans or egg yolk using non-toxic solvent extraction and chromatographic procedures with low consumption of energy and minimum possible
Lin Qiao et al.
The journal of physical chemistry. B, 119(44), 14188-14199 (2015-10-16)
Ambient ozone is a common pollutant in the atmosphere that has an extremely high oxidative ability, can dramatically change the structure and functionality of biomolecules, and is harmful to public health. However, the knowledge about the influence of low-level ozone
Heinrich Sandermann
FEBS letters, 554(1-2), 165-168 (2003-11-05)
Octanol-1/water partitioning currently provides the most widely used model system to simulate both phospholipid target lipids and triglyceride storage lipids. A differentiation between the two lipid classes is now achieved by making use of a water-induced lipid phase separation. Coefficients
Birgitta Rosengren et al.
Arteriosclerosis, thrombosis, and vascular biology, 26(7), 1579-1585 (2006-04-08)
To study the distribution of group V secretory phospholipase A2 (sPLA2) in human and mouse lesions and compare its expression by human vascular cells, its activity toward lipoproteins, and the interaction with arterial proteoglycans (proteoglycans) with those of sPLA2-IIA. In
Rafael Atillo Espiritu et al.
Biochemistry, 52(14), 2410-2418 (2013-03-13)
Theonellamides (TNMs) are members of a distinctive family of antifungal and cytotoxic bicyclic dodecapeptides isolated from the marine sponge Theonella sp. Recently, it has been shown that TNMs recognize 3β-hydroxysterol-containing membranes, induce glucan overproduction, and damage cellular membranes. However, to

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