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碳氢链的长度影响姜黄素在脂质体中的位置:姜黄素作为研究乙醇诱导脂质体交叉排列的分子探针。

Length of hydrocarbon chain influences location of curcumin in liposomes: Curcumin as a molecular probe to study ethanol induced interdigitation of liposomes.

作者信息

El Khoury Elsy, Patra Digambara

机构信息

Department of Chemistry, American University of Beirut, Beirut, Lebanon.

Department of Chemistry, American University of Beirut, Beirut, Lebanon.

出版信息

J Photochem Photobiol B. 2016 May;158:49-54. doi: 10.1016/j.jphotobiol.2016.02.022. Epub 2016 Feb 26.

DOI:10.1016/j.jphotobiol.2016.02.022
PMID:26945646
Abstract

Using fluorescence quenching of curcumin in 1,2-dipalmitoyl-sn-glycero-3-phosphocholine (DPPC) and 1,2-dimyristoyl-sn-glycero-3-phosphocholine (DMPC) liposomes by brominated derivatives of fatty acids, the location of curcumin has been studied, which indicates length of hydrocarbon chain has an effect on the location of curcumin in liposomes. Change of fluorescence intensity of curcumin with temperature in the presence of liposomes helps to estimate the phase transition temperature of these liposomes, thus, influence of cholesterol on liposome properties has been studied using curcumin as a molecule probe. The cooperativity due to the interactions between the hydrocarbon chains during melting accelerates the phase transition of DPPC liposomes in the presence of high percentage of cholesterol whereas high percentage of cholesterol generates a rather rigid DMPC liposome over a wide range of temperatures. We used ethanol to induce interdigitation between the hydrophobic chains of the lipids and studied this effect using curcumin as fluorescence probe. As a result of interdigitation, curcumin fluorescence is quenched in liposomes. The compact arrangement of the acyl chains prevents curcumin from penetrating deep near the midplane. In the liquid crystalline phase ethanol introduces a kind of order to the more fluid liposome, and does not leave space for curcumin to be inserted away from water.

摘要

利用脂肪酸溴化衍生物对1,2 - 二棕榈酰 - sn - 甘油 - 3 - 磷酸胆碱(DPPC)和1,2 - 二肉豆蔻酰 - sn - 甘油 - 3 - 磷酸胆碱(DMPC)脂质体中姜黄素的荧光猝灭作用,研究了姜黄素的位置,这表明烃链长度对姜黄素在脂质体中的位置有影响。在脂质体存在下姜黄素荧光强度随温度的变化有助于估算这些脂质体的相变温度,因此,以姜黄素作为分子探针研究了胆固醇对脂质体性质的影响。在高比例胆固醇存在时,由于熔化过程中烃链之间的相互作用产生的协同作用加速了DPPC脂质体的相变,而高比例胆固醇在很宽的温度范围内产生相当刚性的DMPC脂质体。我们用乙醇诱导脂质疏水链之间的叉指化,并以姜黄素作为荧光探针研究这种效应。叉指化的结果是,脂质体中姜黄素的荧光被猝灭。酰基链的紧密排列阻止姜黄素深入到近中平面附近。在液晶相中,乙醇给流动性更强的脂质体引入一种有序性,并且没有为姜黄素留出远离水的插入空间。

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