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具有聚集诱导发光活性的两亲性聚合物的简便合成:自组装及生物成像应用

Facile synthesis of AIE-active amphiphilic polymers: Self-assembly and biological imaging applications.

作者信息

Long Zi, Liu Meiying, Wang Ke, Deng Fengjie, Xu Dazhuang, Liu Liangji, Wan Yiqun, Zhang Xiaoyong, Wei Yen

机构信息

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

Department of Chemistry and the Tsinghua Center for Frontier Polymer Research, Tsinghua University, Beijing 100084, China.

出版信息

Mater Sci Eng C Mater Biol Appl. 2016 Sep 1;66:215-220. doi: 10.1016/j.msec.2016.04.081. Epub 2016 Apr 26.

Abstract

In this work, we reported a rather facile method for fabrication of ultrabright, well dispersible and biocompatible fluorescent organic nanoparticles (FONs) with aggregation-induced emission (AIE) properties through combination of esterification and ring-opening reaction. The hydroxyl groups of Pluronic F127 was first reacted with the chloride of trimellitic anhydride chloride (TMAC), and its anhydride groups were further reacted with the amino groups of amino-terminated AIE dye (PhNH2) through ring-opening reaction. The optical properties, biocompatibility as well as cell uptake behavior of these obtained AIE-active nanoparticles (F127-TMAC-PhNH2 FONs) were examined by a series of characterization techniques and assays. We demonstrated that uniform organic nanoparticles with high water dispersibility, strong luminescence and desirable biocompatibility can be facilely obtained, which are promising for biological imaging applications. More importantly, a number of carboxyl groups were introduced into these AIE-active nanoparticles, which can be further utilized for further conjugation reaction and carrying anticancer drugs such as cisplatin. Therefore, the strategy of described in this work should be a simple and useful route for fabrication of multifunctional AIE-active luminescent nanotheranostic systems.

摘要

在本工作中,我们报道了一种相当简便的方法,通过酯化反应和开环反应相结合来制备具有聚集诱导发光(AIE)特性的超亮、分散良好且生物相容的荧光有机纳米颗粒(FONs)。首先使普朗尼克F127的羟基与偏苯三酸酐酰氯(TMAC)的氯化物反应,然后其酸酐基团通过开环反应与氨基封端的AIE染料(PhNH2)的氨基进一步反应。通过一系列表征技术和测定方法研究了这些所得的具有AIE活性的纳米颗粒(F127-TMAC-PhNH2 FONs)的光学性质、生物相容性以及细胞摄取行为。我们证明,可以简便地获得具有高水分散性、强发光性和理想生物相容性的均匀有机纳米颗粒,这在生物成像应用中很有前景。更重要的是,在这些具有AIE活性的纳米颗粒中引入了许多羧基,可进一步用于进一步的共轭反应以及携带顺铂等抗癌药物。因此,本工作中描述的策略应该是制备多功能AIE活性发光纳米诊疗系统的一种简单而有用的途径。

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