New chemosynthetic route to linear epsilon-poly-lysine

	New chemosynthetic route to linear epsilon-poly-lysine
	Tao,Youhua; Chen,Xiaoyu; Jia,Fan; Wang,Shixue; Xiao,Chunsheng; Cui,Fengchao; Li,Yunqi; Bian,Zheng; Chen,Xuesi; Wang,Xianhong
刊名	chemical science
	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
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
内容类型	期刊论文
源URL	[http://ir.ciac.jl.cn/handle/322003/64580]
专题	长春应用化学研究所_长春应用化学研究所知识产出_期刊论文
推荐引用方式 GB/T 7714	Tao,Youhua,Chen,Xiaoyu,Jia,Fan,et al. New chemosynthetic route to linear epsilon-poly-lysine[J]. chemical science,2015,6(11):6385-6391.
APA	Tao,Youhua.,Chen,Xiaoyu.,Jia,Fan.,Wang,Shixue.,Xiao,Chunsheng.,...&Wang,Xianhong.(2015).New chemosynthetic route to linear epsilon-poly-lysine.chemical science,6(11),6385-6391.
MLA	Tao,Youhua,et al."New chemosynthetic route to linear epsilon-poly-lysine".chemical science 6.11(2015):6385-6391.