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Ugi reaction of natural amino acids: a general route toward facile synthesis of polypeptoids for bioapplications
Zhang, Xiaojie1; Wang, Shixue1,3; Liu, Jing1; Xie, Zhigang2; Luan, Shifang2; Xiao, Chunsheng1; Tao, Youhua1; Wang, Xianhong1
刊名Acs macro letters
2016-09-01
卷号5期号:9页码:1049-1054
ISSN号2161-1653
DOI10.1021/acsmacrolett.6b00530
通讯作者Tao, youhua(youhua.tao@ciac.ac.cn) ; Wang, xianhong(xhwang@ciac.ac.cn)
英文摘要Polypeptoids represent a significant class of synthetic analogues of natural polypeptides with potential biomimetic applications in materials, catalysis, and pharmaceuticals, but their simple and general synthesis still remains a key challenge. herein, we demonstrate that ugi reaction of natural amino acids leads to structurally diverse polypeptoids, including gamma- and delta-, as well as poly(epsilon-peptoid)s, under mild conditions (open to air, room temperature, and catalyst free). moreover, this strategy also offers manifold opportunities to introduce functional groups such as fluorescent and clickable alkenes groups into polypeptoids. such poly(epsilon-peptoid)s not only exhibit good biocompatibility and antibacterial activity, but perform very effectively as a drug-delivery system. the bacterial inhibition rate of poly(epsilon-peptoid) was up to 88.8% at concentration of 20 mu g ml(-1) in comparison to 61.8% of the poly(epsilon-lysine) control. overall, this study offers us a general methodology toward facile preparation of polypeptoids for bioapplications
WOS关键词RING-OPENING POLYMERIZATION ; MEDIATED ZWITTERIONIC POLYMERIZATION ; N-CARBOXYANHYDRIDE POLYMERIZATION ; SOLID-PHASE SYNTHESIS ; POLY-BETA-PEPTOIDS ; BIOMEDICAL APPLICATIONS ; 4-COMPONENT REACTION ; RAFT POLYMERIZATION ; BLOCK-COPOLYMERS ; CARBON-MONOXIDE
WOS研究方向Polymer Science
WOS类目Polymer Science
语种英语
出版者AMER CHEMICAL SOC
WOS记录号WOS:000384041100012
内容类型期刊论文
URI标识http://www.corc.org.cn/handle/1471x/2375044
专题中国科学院大学
通讯作者Tao, Youhua; Wang, Xianhong
作者单位1.Chinese Acad Sci, Changchun Inst Appl Chem, Key Lab Polymer Ecomat, 5625 Renmin St, Changchun 130022, Peoples R China
2.Chinese Acad Sci, Changchun Inst Appl Chem, State Key Lab Polymer Phys & Chem, 5625 Renmin St, Changchun 130022, Peoples R China
3.Univ Chinese Acad Sci, Beijing 100039, Peoples R China
推荐引用方式
GB/T 7714
Zhang, Xiaojie,Wang, Shixue,Liu, Jing,et al. Ugi reaction of natural amino acids: a general route toward facile synthesis of polypeptoids for bioapplications[J]. Acs macro letters,2016,5(9):1049-1054.
APA Zhang, Xiaojie.,Wang, Shixue.,Liu, Jing.,Xie, Zhigang.,Luan, Shifang.,...&Wang, Xianhong.(2016).Ugi reaction of natural amino acids: a general route toward facile synthesis of polypeptoids for bioapplications.Acs macro letters,5(9),1049-1054.
MLA Zhang, Xiaojie,et al."Ugi reaction of natural amino acids: a general route toward facile synthesis of polypeptoids for bioapplications".Acs macro letters 5.9(2016):1049-1054.
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