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

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

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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 func-tionalities via the ring-opening polymerization on N-substituted β-alanine N-thiocarboxyanhydrides(β-NNTAs).The polymerization can be carried out in open vessels under mild conditions using amines as 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 of β-NNTA monomers for purification and storage highlights the advantages of this β-NNTA polymerization strategy for poly(β-peptoid)s synthe-sis,functional study,and application as a synthetic mimic of polypeptides.

ring-opening polymerizationpoly(β-peptoid)β-NNTAfunctionlization

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

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State Key Laboratory of Bioreactor Engineering,East China University of Science and Technology,Shanghai 200237

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

Department of Interventional and Vascular Surgery,Shanghai Tenth People's Hospital,Tongji University School of Medicine,Shanghai 200072

国家自然科学基金国家自然科学基金Free Exploring Basic Research Project at Shenzhen Research Institute of ECUSTProgram of Shanghai Academic/Technology Research LeaderNational Natural Science Foundation of China for Innovative Research GroupsChina National Postdoctoral Program for Innovative TalentsShanghai Frontier Science Research Base of Optogenetic Techniques for Cell Metabolism上海市教委项目Research Program of the State Key Laboratory of Bioreactor Engineering中央高校基本科研业务费专项

22075078218611620102021Szvup04220XD142140051621002BX20211022021 Sci &Tech 03-28JKD01211520

2023

中国化学会会刊(英文)

中国化学会会刊(英文)

CSCD
ISSN:
年,卷(期):2023.5(4)
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