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题名: New chemosynthetic route to linear epsilon-poly-lysine
作者: Tao,Youhua; Chen,Xiaoyu; Jia,Fan; Wang,Shixue; Xiao,Chunsheng; Cui,Fengchao; Li,Yunqi; Bian,Zheng; Chen,Xuesi; Wang,Xianhong
刊名: CHEMICAL SCIENCE
出版日期: 2015
卷号: 6, 期号:11, 页码:6385-6391
关键词: RING-OPENING POLYMERIZATION ; ACID N-CARBOXYANHYDRIDES ; HYPERBRANCHED POLYLYSINE ; BLOCK-COPOLYMERS ; CONFORMATION ; VERSATILE ; CELLS ; TRANSFECTION ; POLYPEPTIDES ; STREPTOMYCES
通讯作者: Tao,YH
文章类型: 期刊论文
英文摘要: epsilon-Poly-lysine (epsilon-PL) is an uncommon cationic, naturally-occurring homopolymer produced by the fermentation process. Due to its significant antimicrobial activity and nontoxicity to humans, epsilon-PL is now industrially produced as an additive, e.g. for food and cosmetics. However, the biosynthetic route can only make polymers with a molecular weight of about 3 kDa. Here, we report a new chemical strategy based on ring-opening polymerization (ROP) to obtain epsilon-PL from lysine. The 2,5-dimethylpyrrole protected alpha-amino-epsilon-caprolactam monomer was prepared through cyclization of lysine followed by protection. ROP of this monomer, followed by the removal of the protecting group, 2,5-dimethylpyrrole, ultimately yielded epsilon-PL with varying molecular weights. The structure of this chemosynthetic epsilon-PL has been fully characterized by H-1 NMR, C-13 NMR, and MALDI-TOF MS analyses. This chemosynthetic epsilon-PL exhibited a similar pK(a) value and low cytotoxicity as the biosynthetic analogue. Using this new chemical strategy involving ROP without the need for phosgene may enable a more cost effective production of epsilon-PL on a larger-scale, facilitating the design of more advanced biomaterials.
收录类别: SCI
语种: 英语
WOS记录号: WOS:000362977000045
Citation statistics:
内容类型: 期刊论文
URI标识: http://ir.ciac.jl.cn/handle/322003/64580
Appears in Collections:长春应用化学研究所知识产出_期刊论文

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Recommended Citation:
Tao,Youhua,Chen,Xiaoyu,Jia,Fan,et al. New chemosynthetic route to linear epsilon-poly-lysine[J]. CHEMICAL SCIENCE,2015,6(11):6385-6391.
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