氘化的1-棕榈酰基-2-油酰基-sn-甘油-3-磷酸胆碱（[D82] POPC）的合成及其脂质双层膜结构的中子反射法表征。,ChemPlusChem

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氘化的1-棕榈酰基-2-油酰基-sn-甘油-3-磷酸胆碱（[D82] POPC）的合成及其脂质双层膜结构的中子反射法表征。
ChemPlusChem ( IF 3.0 ) Pub Date : 2016-01-19 , DOI: 10.1002/cplu.201500452
Nageshwar R Yepuri ₁ , Tamim A Darwish ₁ , Anwen M Krause-Heuer ₁ , Anna E Leung ₁ , Robin Delhom _{2,

3} , Hanna P Wacklin _{2,

4} , Peter J Holden ₁

Affiliation

1-Palmitoyl-2-oleoyl-sn-glycero-3-phosphocholine（POPC），一种不饱和的酰基链脂质，通常是真核细胞膜中的主要脂质，在真核细胞膜中，其对于生理条件下膜的流动性至关重要。市售的部分氘化的[D31] 1-棕榈酰基-2-油酰基-sn-甘油-3-磷酸胆碱（[D31] POPC）不能为中子技术进行多组分膜的详细结构研究提供足够的同位素对比。在此，讨论了一种相对简单直接的通用化学氘化方法，用于不对称合成全氘化[D31] 1-棕榈酰基-[D33] 2-油酰基-sn- [D5]甘油-[D13] 3-磷胆碱（[D82] POPC ），还可以对其任何组成部分进行选择性氘化。[D82] POPC支撑的双层的中子反射率用于实验确定脂质的中子散射长度密度分布。[D82] POPC的酰基链与重水的对比度非常匹配，而氘化的甘油磷酸胆碱头基团的很高的散射长度密度在氘代和非氘代溶剂环境中与膜结合剂形成了良好的对比。

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Synthesis of Perdeuterated 1-Palmitoyl-2-oleoyl-sn-glycero-3-phosphocholine ([D82 ]POPC) and Characterisation of Its Lipid Bilayer Membrane Structure by Neutron Reflectometry.

1-Palmitoyl-2-oleoyl-sn-glycero-3-phosphocholine (POPC), an unsaturated acyl chain containing lipid, is often the predominant lipid in eukaryotic cell membranes in which it is crucial for the fluidity of membranes under physiological conditions. Commercially available, partially deuterated [D31 ]1-palmitoyl-2-oleoyl-sn-glycero-3-phosphocholine ([D31 ]POPC) does not provide sufficient isotopic contrast for detailed structural studies of multicomponent membranes through neutron techniques. Herein, a relatively straightforward and generic chemical deuteration method is discussed for the asymmetric synthesis of perdeuterated [D31 ]1-palmitoyl-[D33 ]2-oleoyl-sn-[D5 ]glycero-[D13 ]3-phosphocholine ([D82 ]POPC) that also allows selective deuteration of any of its constituent groups. Neutron reflectivity of a [D82 ]POPC-supported bilayer was used to experimentally determine the neutron scattering length density profile of the lipid. The acyl chains of [D82 ]POPC are closely contrast-matched to heavy water, whereas the very high scattering length density of the deuterated glycerophosphocholine head groups provides good contrast to membrane-binding agents in both deuterated and non-deuterated solvent environments.

更新日期：2016-01-19

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