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两亲性聚集诱导发光活性聚氨基酸的合成及其细胞成像应用

Synthesis and cell imaging applications of amphiphilic AIE-active poly(amino acid)s.

作者信息

Tian Jianwen, Jiang Ruming, Gao Peng, Xu Dazhuang, Mao Liucheng, Zeng Guangjian, Liu Meiying, Deng Fengjie, Zhang Xiaoyong, Wei Yen

机构信息

Department of Chemistry, Nanchang University, 999 Xuefu Avenue, Nanchang 330031, PR China.

Department of Chemistry, Nanchang University, 999 Xuefu Avenue, Nanchang 330031, PR China.

出版信息

Mater Sci Eng C Mater Biol Appl. 2017 Oct 1;79:563-569. doi: 10.1016/j.msec.2017.05.090. Epub 2017 May 14.

Abstract

The poly(amino acid)s based biomaterials have attracted great research attention over the past few decades because of their biocompatibility, biodegradability and well designability. Although much progress has achieved in the synthesis and biomedical applications of poly(amino acid)s, the synthesis of luminescent poly(amino acid)s has been rarely reported. In this work, novel amphiphilic luminescent poly(amino acid)s with aggregation-induced emission (AIE) feature have been synthesized by a new approach of controlling N-carboxy anhydride (NCA) ring-opening polymerization, in which hydrophobic 2-(4-aminophenyl)-3-(10-hexadecyl-4H-phenothiazin-3-yl)acrylonitrile (Phe-NH) with AIE feature was used as initiator and hydrophilic oligomeric glycol functionalized glutamate (OEG-glu) NCA was acted as monomer. The successful synthesis of final Phe-OEG-Pglu polymers was confirmed by different characterization techniques. Phe-OEG-Pglu polymers possess amphiphilic properties and can self-assemble into luminescent polymeric nanoparticles (LPNs). Based on cellular imaging experiments, we demonstrated that Phe-OEG-Pglu LPNs have great potential for bio-imaging applications due to their attractive properties including strong fluorescence intensity, great water dispersibility, excellent biocompatibility and high cellular uptake efficiency.

摘要

在过去几十年中,基于聚氨基酸的生物材料因其生物相容性、生物降解性和良好的可设计性而备受研究关注。尽管聚氨基酸的合成及其生物医学应用已取得了很大进展,但发光聚氨基酸的合成却鲜有报道。在本工作中,通过一种控制N-羧基酸酐(NCA)开环聚合的新方法,合成了具有聚集诱导发光(AIE)特性的新型两亲性发光聚氨基酸,其中具有AIE特性的疏水性2-(4-氨基苯基)-3-(10-十六烷基-4H-吩噻嗪-3-基)丙烯腈(Phe-NH)用作引发剂,亲水性低聚二醇功能化谷氨酸(OEG-glu)NCA用作单体。通过不同的表征技术证实了最终的Phe-OEG-Pglu聚合物的成功合成。Phe-OEG-Pglu聚合物具有两亲性,可自组装成发光聚合物纳米颗粒(LPNs)。基于细胞成像实验,我们证明了Phe-OEG-Pglu LPNs因其具有吸引人的特性,包括强荧光强度、良好的水分散性、优异的生物相容性和高细胞摄取效率,在生物成像应用方面具有巨大潜力。

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