A new strategy for fabrication of water dispersible and biodegradable fluorescent organic nanoparticles with AIE and ESIPT characteristics and their utilization for bioimaging

A new strategy for fabrication of water dispersible and biodegradable fluorescent organic nanoparticles with AIE and ESIPT characteristics and their utilization for bioimaging
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具有 AIE 和 ESIPT 特性的水分散性和可生物降解荧光有机纳米颗粒的制备新策略及其在生物成像中的应用

DOI:
10.1016/j.talanta.2017.07.010
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发表时间:
2017
期刊:
影响因子:
6.1
通讯作者:
Wei Yen
Wei Yen
中科院分区:
化学1区
文献类型:
--
作者:
Xu Dazhuang;Liu Meiying;Zou Hui;Tian Jianwen;Huang Hongye;Wan Qing;Dai Yanfeng;Wen Yuanqing;Zhang Xiaoyong;Wei Yen

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荧光探针在复杂生物过程的光学成像中起着至关重要的作用。与传统的有机荧光剂相比,具有聚集诱导发射(AIE)和激发态分子内质子转移(ESIPT)特性的荧光探针在聚集态和聚集态量子产率高、Stokes位移大和细胞毒性低等方面具有显著优势。然而,通过ESIPT机制合成AIE活性荧光探针仅受到非常有限的关注。另一方面,通过ESIPT机制制备可生物降解的荧光探针迄今尚未得到证实。本论文首次报道了通过2,4-二羟基二苯甲酮基二苯甲酮吖嗪(BPA)与聚乙二醇(PEG)的偶联反应,制备了具有AIE和ESIPT特性的水分散性、生物可降解的荧光聚合物纳米粒子。最终的共聚物含有亲水性和生物相容性的PEG和可生物降解的氨基甲酸酯键,很容易自组装成核-壳纳米结构。自组装的BPA-PEG 2000荧光有机纳米粒子(FONs)具有明显的AIE特性、高吸水性、良好的生物相容性、生物降解性和优异的细胞染色性能。所有上述性质意味着BPA-PEG 2000 FONs是各种生物医学应用的有希望的候选者。
Fluorescence probes play a crucial role in optical imaging for visualization of complex biological processes. As compared with conventional organic fluorogens, the probes with aggregation-induced emission (AIE) and excited-state intramolecular proton transfer (ESIPT) characteristics show significant advantages in high quantum yield at concentrated and aggregated state, large Stokes shift and low cytotoxicity. However, the synthesis of AIE-active fluorescent probes through the ESIPT mechanism has received only very limited attention. On the other hand, the preparation of biodegradable fluorescent probes through the ESIPT mechanism has not been demonstrated thus far. In this work, we reported for the first time that water dispersible and biodegradable fluorescent polymeric nanoparticles with AIE and ESIPT characteristics could be facilely obtained through conjugation of 2,4-Dihydroxybenzophenone based benzophenone azine (BPA) and polyethylene glycol (PEG) using hexamethylene diisocyanate. The final copolymers contained hydrophilic and biocompatible PEG and biodegradable urethane linkage are readily self-assembled into core-shell nanostructures. Moreover, the self-assembled BPA-PEG2000fluorescent organic nanoparticles (FONs) displayed obvious AIE feature, high water dispersibility, superb biocompatibility, biodegradability and excellent cell dyeing performance. All of the above properties implied that BPA-PEG2000FONs are promising candidates for a variety of biomedical applications.