Ultrasonic-assisted Kabachnik-Fields reaction for rapid fabrication of AIE-active fluorescent organic nanoparticles
Ultrasonic-assisted Kabachnik-Fields reaction for rapid fabrication of AIE-active fluorescent organic nanoparticles
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超声波辅助卡巴赫尼克场反应快速制造 AIE 活性荧光有机纳米颗粒
DOI：
10.1016/j.ultsonch.2016.10.008
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发表时间：
2017
影响因子：
8.4
通讯作者：
Wei Yen
中科院分区：
文献类型：
--
作者：
Long Zi;Liu Meiying;Jiang Ruming;Zeng Guangjiang;Wan Qing;Huang Hongye;Deng Fengjie;Wan Yiqun;Zhang Xiaoyong;Wei Yen
聚集诱导发射（AIE）活性荧光有机纳米颗粒（FNPs）具有比传统FNPs独特的优势，已被广泛探索用于荧光“开启”生物成像应用。将aie活性分子转化为FNPs可以极大地拓展其生物医学应用潜力。在这里，我们首次报道了一种新的“一锅”策略，通过超声波辅助，无催化剂和无溶剂的卡巴尼克场（KF）反应制备aie活性FNPs。将含有AIE染料的聚乙烯亚胺和醛基与磷酸二乙酯混合，在10 min内完成KF反应，生成AIE活性PTH-CHO-PEI-DEP FNPs。通过质子核磁共振（1H NMR）谱、透射电子显微镜（TEM）和荧光光谱等方法对这些PTH-CHO-PEI-DEP FNPs进行了确证。研究了PTH-CHO-PEI-DEP FNPs的细胞摄取行为和细胞活力，以评估其生物医学应用潜力。结果表明，两亲性α-氨基膦酸盐聚合物在水溶液中可以自组装成PTH-CHO-PEI-DEP FNPs，并具有良好的水分散性。TEM图像显示PTH-CHO-PEI-DEP FNPs的尺寸为100-200 nm。更重要的是，PTH-CHO-PEI-DEP FNPs发出强烈的绿色荧光和良好的生物相容性，使其非常适合生物医学应用。因此，智能FNPs的设计及其优异的性能将为FNPs的发展开辟一条新的途径，用于癌症等生物过程。
Aggregation-induced emission (AIE)-active fluorescent organic nanoparticles (FNPs) have been extensively explored for fluorescence “turn-on” bio-imaging applications with the unique advantages over conventional FNPs. Transformation of AIE-active molecules into FNPs can greatly expand their biomedical application potential. Here we reported a novel “one-pot” strategy for fabricating AIE-active FNPs through an ultrasonic-assisted, catalysts-free and solvent-free Kabachnik-Fields (KF) reaction for the first time. The KF reaction can be completed within 10 min to generate AIE-active PTH-CHO-PEI-DEP FNPs through mixing polyethylenimine and aldehyde group containing AIE dyes and diethyl phosphate. These PTH-CHO-PEI-DEP FNPs were confirmed by proton nuclear magnetic resonance (1H NMR) spectroscopy, transmission electron microscopy (TEM) and fluorescence spectroscopy etc. The cell uptake behavior as well as cell viability of PTH-CHO-PEI-DEP FNPs was examined to evaluate their potential for biomedical application. We demonstrated that the amphiphilic α-aminophosphonate polymers could self-assemble into PTH-CHO-PEI-DEP FNPs in aqueous solution and showed excellent water dispersibility. TEM image shows the size of PTH-CHO-PEI-DEP FNPs is 100–200 nm. More importantly, the PTH-CHO-PEI-DEP FNPs emit strong green fluorescence and desirable biocompatibility, making them very suitable for biomedical applications. Finally, thus smart FNPs design together with their excellent performance will open a new avenue in the development of FNPs for following biological processes such as carcinogenesis.