Synthesis of polypeptide bearing 1,4-dithiane pendants for ROS-responsive drug release  

作　　者：Tianhui Zhang Jiuxu Yao Jiamei Tian Mingxiao Deng Xiuli Zhuang Chunsheng Xiao 

机构地区：[1]Key Laboratory of Polymer Ecomaterials,Changchun Institute of Applied Chemistry,Chinese Academy of Sciences,Changchun 130022,China [2]University of Science and Technology of China.Hefei 230026,China [3]Department of Chemistry.Northeast Normal University,Changchun 130021,China [4]State Key Laboratory of Molecular Engineering of Polymers,Fudan University,Shanghai 200433,China [5]Jilin Biomedical Polymers Engineering Laboratory,Changchun 130022,China

出　　处：《Chinese Chemical Letters》2020年第5期1129-1132,共4页中国化学快报（英文版）

基　　金：financially supported by National Key Research and Development Program of China(No.2016YFC1100701);the National Natural Science Foundation of China(Nos.51573184,51520105004 and 51833010);the Youth Innovation Promotion Association of Chinese Academy of Sciences(No.2017266)。

摘　　要：Stimuli-re sponsive polypeptides have been intensively investigated fo r controlled drug release,owing to their favorable biocompatibility and biodegradability.In this work,we designed and synthesized a new kind of polypeptide bearing 1,4-dithiane pendants for reactive oxygen species(ROS)-responsive drug release.The polypeptide-based block copolymer was facilely synthesized by ring-opening polymerization(ROP)of 1,4-dithian-substituted L-glutamate N-carboxyanhydride(DTG-NCA)monomer using an amino-terminated poly(ethylene glycol)methyl ether(mPEG-NH2)as the macro molecular initiator.The resulta nt block copolyme r,mPEG-b-PDTG,could self-assemble into unifo rm micelles in aqueous medium owing to its amphiphilic structure.Then,the H2 O2-triggered oxidation behaviors of the mPEG-b-PDTG micelles were studied by dynamic light scattering(DLS),FT-IR and turbidimetric assay.It was revealed that the oxidation of thioether into sulfoxide in the side chains would result in disassembly of the micelles.Furthermore,the ROS-responsive drug release behavior of the mPEG-b-PDTG micelles was verified by using Nile Red as a model drug.MTT assay also proved that mPEG-b-PDTG was non-toxic in B16 F10 and L929 cells.Therefore,such a new class of oxidation-responsive polypeptide might provide a promising platform for ROS-responsive drug delivery.

关 键 词：Polypeptides ROS-responsive Self-assembly THIOETHER Drug release 

分 类 号：TQ460.4[化学工程—制药化工]