Controllable Polymerization of N-Substituted β-Alanine N-Thiocarboxyanhydrides for Convenient Synthesis of Functional Poly(β-peptoid)s  

作　　者：Ximian Xiao Min Zhou Zihao Cong Longqiang Liu Jingcheng Zou Zhemin Ji Ruxin Cui Yueming Wu Haodong Zhang Sheng Chen Maoquan Li Runhui Liu 

机构地区：[1]State Key Laboratory of Bioreactor Engineering,East China University of Science and Technology,Shanghai 200237 [2]Key Laboratory for Ultrafine Materials of Ministry of Education,Frontiers Science Center for Materiobiology and Dynamic Chemistry,Shanghai Frontiers Science Center of Optogenetic Techniques for Cell Metabolism,Research Center for Biomedical Materials of Ministry of Education,School of Materials Science and Engineering,East China University of Science and Technology,Shanghai 200237 [3]Department of Interventional and Vascular Surgery,Shanghai Tenth People’s Hospital,Tongji University School of Medicine,Shanghai 200072

出　　处：《CCS Chemistry》2023年第4期994-1004,共11页中国化学会会刊（英文）

基　　金：supported by the National Natural Science Foundation of China(nos.22075078 and 21861162010);the Free Exploring Basic Research Project at Shenzhen Research Institute of ECUST(no.2021Szvup042);the Program of Shanghai Academic/Technology Research Leader(no.20XD1421400);the National Natural Science Foundation of China for Innovative Research Groups(no.51621002);the China National Postdoctoral Program for Innovative Talents(no.BX2021102);the Shanghai Frontier Science Research Base of Optogenetic Techniques for Cell Metabolism(Shanghai Municipal Education Commission,grant 2021 Sci&Tech 03-28);the Research Program of the State Key Laboratory of Bioreactor Engineering,the Fundamental Research Funds for the Central Universities(no.JKD01211520).

摘　　要：Poly(β-peptoid)is a class of polypeptide mimics that possesses excellent biocompatibility and resistance to proteolysis.However,the synthesis of poly(β-peptoid)s with functionalities is a long-standing challenge that greatly hinders the functional study and application of poly(β-peptoid)s.We report a controllable and easy synthesis of poly(β-peptoid)s bearing diverse functionalities via the ring-opening polymerization on N-substitutedβ-alanine N-thiocarboxyanhydrides(β-NNTAs).The polymerization can be carried out in openvesselsundermildconditions usingaminesas the initiators to provide poly(β-peptoid)s with targeted molecular weights,narrow dispersities,and diverse functionalities in the side chains and termini.Theβ-NNTAs polymerization is even compatible with initiators bearing unprotected hydroxyl groups.The amphiphilic/cationic poly(β-peptoid)s exhibit a broad spectrum and potent antibacterial activities against multidrug-resistant bacteria.In addition,the highly favored stability ofβ-NNTAmonomers for purification and storage highlights the advantages of thisβ-NNTA polymerization strategy for poly(β-peptoid)s synthesis,functional study,and application as a synthetic mimic of polypeptides.

关 键 词：ring-opening polymerization poly(β-peptoid) β-NNTA functionlization 

分 类 号：O63[理学—高分子化学]