用于手性药物筛分的手性功能化膜  

Chiral-functionalized membranes for chiral drugs sieving

作　　者：何思佳 张雅倩 Sravan Baddi 赵常利 窦晓秋 冯传良 Sijia He;Yaqian Zhang;Sravan Baddi;Changli Zhao;Xiaoqiu Dou;Chuanliang Feng(State Key Lab of Metal Matrix Composites,School of Materials Science and Engineering,Shanghai Jiao Tong University,Shanghai 200240,China)

机构地区：[1]State Key Lab of Metal Matrix Composites,School of Materials Science and Engineering,Shanghai Jiao Tong University,Shanghai 200240,China

出　　处：《Science China Materials》2024年第8期2532-2539,共8页中国科学（材料科学）（英文版）

基　　金：supported by the Leading Talents in Science and Technology Innovation under the National Ten Thousand Talents Plan,the National Natural Science Foundation of China(51833006 and 52003154);the Innovation Program of Shanghai Municipal Education Commission(201701070002E00061);the Science and Technology Commission of Shanghai Municipality(19441903000 and 19ZR1425400);Shanghai Jiao Tong University(SJTU)Trans-med Awards Research(WF540162603);Shanghai Pujiang Program(20PJ1407400);the Natural Science Foundation of Shanghai(20ZR1425500)。

摘　　要：将手性整合到薄膜体系中为手性分离技术的发展提供了独特的方向.然而,在膜层之间创建手性位点仍是一个有待解决的问题.在此,我们制作了一种壳聚糖/氧化石墨烯(CG)基薄膜,通过与L-色氨酸衍生物(LPWM)的非共价相互作用,CG-LPWM薄膜不仅保持优异的机械强度,同时具有手性功能.LPWM在薄膜中引入了手性环境,使得薄膜不仅能够视觉识别手性分子,而且对手性药物具有一定的分离性能:伪麻黄碱的光学异构体过量值超过80%.手性识别源于手性组装体与其中一种异构体具有更强或更多的氢键作用导致的优先结合.这项工作通过简单的非共价相互作用制作了手性薄膜,为手性修饰的层状膜实现对映体识别与分离指引了方向.Current trend that integrates chiral designs into robust membrane systems is providing distinct horizons for the development of chiral separation technology.However,creating chiral sites in-between membrane laminates is still an open issue.Herein,we demonstrate a decorated layered chitosan/graphene oxide(CG)membrane via non-covalent interactions with L-tryptophan derivatives(LPWM),yielding materials with chiral functionality and superior mechanical strength.LPWM introduces chiral environment into the membrane,giving rise to visual recognition sensitivity and decent enantioseparation performance toward chiral drug molecules,with optical isomeric excess value exceeding 80%for pseudoephedrine(PEP).The chiral discrimination is associated with preferential binding of one of the isomers due to stronger or additional H-bonds with chiral assemblies.This work not only paves a new way for the fabrication of chiral membranes via a simple non-covalent interaction,but also guides a potential direction to realize enantioseparation employing decorated laminated membranes.

关 键 词：非共价相互作用 手性分离 手性识别 手性分子 手性药物 光学异构体 对映体 氧化石墨烯 

分 类 号：TQ460.6[化学工程—制药化工] TQ051.893