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用于构建具有聚集诱导发光特性的超支化可生物降解发光聚合物纳米粒子的一步缩醛化反应。

The one-step acetalization reaction for construction of hyperbranched and biodegradable luminescent polymeric nanoparticles with aggregation-induced emission feature.

作者信息

Mao Liucheng, Liu Meiying, Jiang Ruming, Huang Qiang, Dai Yanfeng, Tian Jianwen, Shi Yingge, Wen Yuanqing, Zhang Xiaoyong, Wei Yen

机构信息

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

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

出版信息

Mater Sci Eng C Mater Biol Appl. 2017 Nov 1;80:543-548. doi: 10.1016/j.msec.2017.06.019. Epub 2017 Jun 27.

DOI:10.1016/j.msec.2017.06.019
PMID:28866199
Abstract

The development of luminescent bioprobes based on organic dyes with aggregation-induced emission (AIE) characteristic has attracted great attention in recent years. In this work, we reported for the first time that AIE-active luminescent polymeric nanoparticles (LPNs) can be facilely prepared via a one-step acetalization reaction, which can be used to conjugate the aldehyde group containing AIE dye (PTH-CHO) and methoxypolyethylene glycols (mPEG-CHO) with a commercially available dendritic polyester (H40) using p-toluenesulfonic acid (TsOH) as the catalyst. As-prepared star-shaped hyperbranched luminescent polymers (named as H40-mPEG-mPTH) were prone to self-assemble into core-shell nanoparticles in aqueous solution because of their amphiphilic structure, in which hydrophobic components (such as PTH-CHO and H40) were encapsulated in the core while the hydrophilic components (mPEG-CHO) were acted as the shell. The final AIE-active H40-mPEG-mPTH LPNs displayed uniform spherical structure, strong fluorescence, excellent photostability and high water dispersity. Furthermore, biological evaluation results demonstrated that H40-mPEG-mPTH LPNs possess low toxicity and excellent biocompatibility, indicating their great potential for biomedical applications. Taken together, we reported a novel strategy for the construction of hyperbranched and biodegradable LPNs with AIE feature through a one-step acetalization reaction, which can be also utilized for construction of many other AIE-active LPNs with a variety structure and properties.

摘要

近年来,基于具有聚集诱导发光(AIE)特性的有机染料开发发光生物探针备受关注。在本工作中,我们首次报道了通过一步缩醛化反应可轻松制备具有AIE活性的发光聚合物纳米粒子(LPNs),该反应可使用对甲苯磺酸(TsOH)作为催化剂,将含醛基的AIE染料(PTH-CHO)和甲氧基聚乙二醇(mPEG-CHO)与市售树枝状聚酯(H40)共轭。所制备的星形超支化发光聚合物(命名为H40-mPEG-mPTH)由于其两亲结构,在水溶液中易于自组装成核壳纳米粒子,其中疏水成分(如PTH-CHO和H40)被包裹在核中,而亲水成分(mPEG-CHO)作为壳。最终具有AIE活性的H40-mPEG-mPTH LPNs呈现出均匀的球形结构、强荧光、优异的光稳定性和高水分散性。此外,生物学评价结果表明H40-mPEG-mPTH LPNs具有低毒性和优异的生物相容性,表明它们在生物医学应用中具有巨大潜力。综上所述,我们报道了一种通过一步缩醛化反应构建具有AIE特性的超支化和可生物降解LPNs的新策略,该策略也可用于构建许多其他具有各种结构和性质的AIE活性LPNs。

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