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用L-磷脂制备的脂质体对L-氨基酸的手性识别

Chiral Recognition of L-Amino Acids on Liposomes Prepared with L-Phospholipid.

作者信息

Ishigami Takaaki, Suga Keishi, Umakoshi Hiroshi

机构信息

Division of Chemical Engineering, Graduate School of Engineering Science, Osaka University , 1-3 Machikaneyamacho, Toyonaka, Osaka 560-8531, Japan.

出版信息

ACS Appl Mater Interfaces. 2015 Sep 30;7(38):21065-72. doi: 10.1021/acsami.5b07198. Epub 2015 Sep 15.

Abstract

In this study, we demonstrated that liposomes composed of 1,2-dipalmitoyl-sn-glycero-3-phosphocholine (DPPC) can recognize several l-amino acids, but not their d-enantiomers, by analyzing their adsorptive behavior and using circular dichroism spectroscopy. Changes in liposomal membrane properties, determined based on fluorescent probe analysis and differential scanning calorimetry, were induced by l-amino acid binding. UV resonance Raman spectroscopy analysis suggested that the chiral recognition was mediated by electrostatic, hydrophobic, and hydrogen bond interactions, where the recognition site could therefore be constructed on the DPPC membrane. Our findings clearly indicate the potential function of liposomes in asymmetric recognition.

摘要

在本研究中,我们通过分析由1,2 - 二棕榈酰 - sn - 甘油 - 3 - 磷酸胆碱(DPPC)组成的脂质体的吸附行为并使用圆二色光谱法,证明其能够识别几种L - 氨基酸,但不能识别其D - 对映体。基于荧光探针分析和差示扫描量热法确定的脂质体膜性质的变化是由L - 氨基酸结合引起的。紫外共振拉曼光谱分析表明,手性识别是由静电、疏水和氢键相互作用介导的,因此识别位点可以构建在DPPC膜上。我们的研究结果清楚地表明了脂质体在不对称识别中的潜在功能。

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