alpha-Amino acid N-thiocarboxyanhydrides: A novel synthetic approach toward poly(alpha-amino acid)s

alpha-Amino acid N-thiocarboxyanhydrides: A novel synthetic approach toward poly(alpha-amino acid)s
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α-氨基酸 N-硫代羧酸酐:聚(α-氨基酸)的新型合成方法

DOI:
10.1016/j.eurpolymj.2018.08.039
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发表时间:
2018
影响因子:
6
通讯作者:
Ling Jun
Ling Jun
中科院分区:
化学2区
文献类型:
--
作者:
Tao Xinfeng;Li Min-Hui;Ling Jun

文献摘要

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聚(α-氨基酸)是一类结构与蛋白质相似的生物材料,主要通过固相多肽合成、N-羧基氰基的开环聚合α-氨基酸等活性氨基甲酸酯衍生物的聚合。α-氨基酸N-硫代羧酸酐(NTA)和N-取代甘氨酸N-硫代羧酸酐(NNTA)由于其易于在露天中合成和纯化、储存期长和良好控制的聚合以产生聚(α-氨基酸),最近成为科学感兴趣的主题。本文综述了NTA单体设计的历史和最新进展,并对NTA和NNTA在不同引发剂和反应介质下开环聚合合成聚α-氨基酸的研究进展进行了综述。重点介绍了由NTA聚合得到的聚α-氨基酸材料的应用。
Poly(α-amino acid)s, containing amino acid repeat units, are remarkable biomaterials with similar structures to protein, which are mainly synthesized by solid phase peptide synthesis, ring opening polymerization ofN-carboxyanhydrides, polymerization of activated urethane derivatives of α-amino acids and so on. α-Amino acidN-thiocarboxyanhydride (NTA) andN-substituted glycineN-thiocarboxyanhydride (NNTA) have recently emerged as a subject of scientific interest due to their easy synthesis and purification in open air, long shelf-life and well controlled polymerization to produce poly(α-amino acid)s. In this feature article, we review the history and the recent development on the design of NTA monomers, and summarize the recent advances in poly(α-amino acid)s synthesis through ring-opening polymerization of NTA and NNTA by using different initiators and reaction mediums. We also highlight the applications of poly(α-amino acid) materials resulting from NTA polymerization.