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1-Palmitoyl-2-oleoyl-sn-glycero-3-PC Sale

(Synonyms: 2-油酰-1-棕榈锡甘油-3-磷酸胆碱,POPC) 目录号 : GC42033

1-Palmitoyl-2-oleoyl-sn-glycero-3-PC(POPC)是一种磷脂,可用于脂质体生产,以研究脂质双分子层特性。

1-Palmitoyl-2-oleoyl-sn-glycero-3-PC Chemical Structure

Cas No.:26853-31-6

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100mg
¥715.00
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250mg
¥1,521.00
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500mg
¥2,860.00
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产品描述

1-Palmitoyl-2-oleoyl-sn-glycero-3-PC(POPC) is a phospholipid, it can be used for liposome production in order to study the properties of lipid bilayers[1]. 1-Palmitoyl-2-oleoyl-sn-glycero-3-PC molecule consists of a glycerol backbone, which contains a saturated chain at the sn-1 position (palmitic acid) and an unsaturated chain at the sn-2 position (oleic acid) , the sn-3 position is connected to the phosphocholine head group[2]. 1-Palmitoyl-2-oleoyl-sn-glycero-3-PC is associated with the alveolar membrane and is a pulmonary surfactant[3].

1-Palmitoyl-2-oleoyl-sn-glycero-3-PC is prepared into a liposome preparation and fused with HUVEC cells to monitor the coagulation process induced by interleukin 1[4]. 1-Palmitoyl-2-oleoyl-sn-glycero-3-PC was prepared into a liposome preparation, which can be used to determine the lipid-binding activity of monogalactosyldiacylglycerol synthase (MGD1) in plant samples [5].1-Palmitoyl-2-oleoyl-sn-glycero-3-PC, as a phospholipid bilayer membrane, can also be used to study the kinetic mechanism of drug molecules permeating the cell membrane [6].

References:
[1] Moreno M J, Estronca L M B B, Vaz W L C. Translocation of phospholipids and dithionite permeability in liquid-ordered and liquid-disordered membranes[J]. Biophysical journal, 2006, 91(3): 873-881.
[2] Van Hoogevest P, Wendel A. The use of natural and synthetic phospholipids as pharmaceutical excipients[J]. European journal of lipid science and technology, 2014, 116(9): 1088-1107.
[3] Qiao L, Ge A, Liang Y, et al. Oxidative degradation of the monolayer of 1-palmitoyl-2-oleoyl-sn-glycero-3-phosphocholine (POPC) in low-level ozone[J]. The Journal of Physical Chemistry B, 2015, 119(44): 14188-14199.
[4] Wiiger M T, Pringle S, Pettersen K S, et al. Effects of binding of ligand (FVIIa) to induced tissue factor in human endothelial cells[J]. Thrombosis research, 2000, 98(4): 311-321.
[5] Dubots E, Audry M, Yamaryo Y, et al. Activation of the chloroplast monogalactosyldiacylglycerol synthase MGD1 by phosphatidic acid and phosphatidylglycerol[J]. Journal of Biological Chemistry, 2010, 285(9): 6003-6011.
[6] BIAN F Y, ZHANG J W, WANG D, et al. Molecular dynamics simulation of the permeation of methyldopa through POPC phospholipid bilayer membrane[J]. Acta Physico-Chimica Sinica, 2014, 30(10): 1947-1956.

1-Palmitoyl-2-oleoyl-sn-glycero-3-PC(POPC)是一种磷脂,可用于脂质体生产,以研究脂质双分子层特性[1]。1-Palmitoyl-2-oleoyl-sn-glycero-3-PC分子由一个甘油骨架组成,它包含在sn-1位的饱和链(棕榈酸)和在sn-2位的不饱和链(油酸),sn-3位置则接有磷酸胆碱头基[2]。1-Palmitoyl-2-oleoyl-sn-glycero-3-PC与肺泡膜相关,是一种肺表面活性剂[3]

1-Palmitoyl-2-oleoyl-sn-glycero-3-PC制备成脂质体制剂,与HUVEC细胞融合,可以监测白细胞介素1诱导的凝血过程[4]。1-Palmitoyl-2-oleoyl-sn-glycero-3-PC制备成脂质体制剂,可以用于植物样品中单半乳糖基二酰基甘油合酶 (MGD1) 脂质结合活性测定[5]。1-Palmitoyl-2-oleoyl-sn-glycero-3-PC作为磷脂双层膜,还可用于研究药物分子透过细胞膜的动力学机制[6]

Chemical Properties

Cas No. 26853-31-6 SDF
别名 2-油酰-1-棕榈锡甘油-3-磷酸胆碱,POPC
Canonical SMILES O=C(CCCCCCCCCCCCCCC)OC[C@@H](OC(CCCCCCC/C=C\CCCCCCCC)=O)COP(OCC[N+](C)(C)C)([O-])=O
分子式 C42H82NO8P 分子量 760.1
溶解度 Ethanol: 25mg/ml 储存条件 Store at -20°C,protect from light,stored under nitrogen
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Shipping Condition 评估样品解决方案:配备蓝冰进行发货。所有其他可用尺寸:配备RT,或根据请求配备蓝冰。

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1 mM 1.3156 mL 6.5781 mL 13.1562 mL
5 mM 0.2631 mL 1.3156 mL 2.6312 mL
10 mM 0.1316 mL 0.6578 mL 1.3156 mL
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Research Update

Ultra-low friction between boundary layers of hyaluronan-phosphatidylcholine complexes

Acta Biomater 2017 Sep 1;59:283-292.PMID:28669720DOI:10.1016/j.actbio.2017.06.043

The boundary layers coating articular cartilage in synovial joints constitute unique biomaterials, providing lubricity at levels unmatched by any human-made materials. The underlying molecular mechanism of this lubricity, essential to joint function, is not well understood. Here we study the interactions between surfaces bearing attached hyaluronan (hyaluronic acid, or HA) to which different phosphatidylcholine (PC) lipids had been added, in the form of small unilamellar vesicles (SUVs or liposomes), using a surface force balance, to shed light on possible cartilage boundary lubrication by such complexes. Surface-attached HA was complexed with different PC lipids (hydrogenated soy PC (HSPC), 1,2-dimyristoyl-sn-glycero-3-PC (DMPC) and 1-Palmitoyl-2-oleoyl-sn-glycero-3-PC (POPC)), followed by rinsing. Atomic force microscopy (AFM) and cryo-scanning electron microscopy (Cryo-SEM) were used to image the HA-PC surface complexes following addition of the SUVs. HA-HSPC complexes provide very efficient lubrication, with friction coefficients as low as μ∼0.001 at physiological pressures P≈150atm, while HA-DMPC and HA-POPC complexes are efficient only at low P (up to 10-20atm). The friction reduction in all cases is attributed to hydration lubrication by highly-hydrated phosphocholine groups exposed by the PC-HA complexes. The greater robustness at high P of the HSPC (C16(15%),C18(85%)) complexes relative to the DMPC ((C14)2) or POPC (C16, C18:1) complexes is attributed to the stronger van der Waals attraction between the HSPC acyl tails, relative to the shorter or un-saturated tails of the other two lipids. Our results shed light on possible lubrication mechanisms at the articular cartilage surface in joints. Statement of significance: Can designed biomaterials emulate the unique lubrication ability of articular cartilage, and thus provide potential alleviation to friction-related joint diseases? This is the motivation behind the present study. The principles of cartilage lubrication have attracted considerable attention for decades, and several models have been proposed to elucidate it, however, the mechanism of this ultralow friction is still not clear. In this paper we explore the recent suggestion that its efficient lubrication arises from boundary layers of hyaluronan-lipid complexes at its surface, in particular exploring a range of different phosphatidylcholines (PCs) mimicking the wide range of PCs in synovial joints. The present study suggests a synergistic lubricating behavior of the different lipids in living joints, and potential treatment directions using such biomaterial complexes for widespread cartilage-friction-related diseases such as osteoarthritis.