Synthesis and biological imaging of cross-linked fluorescent polymeric nanoparticles with aggregation-induced emission characteristics based on the combination of RAFT polymerization and the Biginelli reaction

Synthesis and biological imaging of cross-linked fluorescent polymeric nanoparticles with aggregation-induced emission characteristics based on the combination of RAFT polymerization and the Biginelli reaction
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基于RAFT聚合和Biginelli反应相结合的具有聚集诱导发射特性的交联荧光聚合物纳米颗粒的合成及生物成像

DOI:
10.1016/j.jcis.2018.05.043
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发表时间:
2018-10-15
影响因子:
9.9
通讯作者:
Wei, Yen
Wei, Yen
中科院分区:
化学1区
文献类型:
--
作者:
Dong, Jiande;Liu, Meiying;Wei, Yen

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被引文献

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长期以来,荧光探针一直被认为是生物体成像的工具,具有灵敏度高、可设计性好、多功能潜力大等优点。自从聚集诱导发射(AIE)现象被发现以来,许多荧光探针,特别是基于聚集诱导发射(AIE)染料的荧光探针受到了越来越多的关注。这些基于AIE染料的荧光探针可以优雅地克服传统有机染料聚集引起的众所周知的猝灭效应。然而,由于它们的疏水性,这些AIE活性染料仍然很难直接应用于生物医学应用。因此,开发新的和方便的策略来赋予它们水的分散性是至关重要的。在这项工作中,我们开发了一种有效且简单的策略,通过可逆加成-断裂链转移和Biginelli反应相结合的方法来合成基于AIE染料的荧光共聚物。此外,该共聚物还可以在水溶液中自组装成荧光聚合物纳米颗粒(FPN)。以尿素为连接桥,将亲水性聚合物(PEGMA-co-AEMA)与AIE活性染料4‘,4-’‘’-(1,2-diphenylethene-1,2-diy1)bis(1,1‘-biphenyl]-4-carbaldehyde(CHO-TPE-CHO)反应,制得两亲性发光聚合物。最终产物(聚(PEGMA-co-AEMA-TPE)FPN)的成功合成得到了各种仪器的证实。此外,透射电子显微镜(TEM)图像显示,聚(PEGMA-co-AEMA-TPE)共聚物将在水环境中自组装成尺寸在100 nm至200 nm之间的球形纳米颗粒。细胞摄取和生物成像实验证实了聚(PEGMA-co-AEMA-TPE)FP网络具有良好的生物相容性,并在细胞环境中发出强烈的绿色荧光。因此,聚(PEGMA-co-AEMA-TPE)FPN是生物医学应用的极佳候选材料。(C)2018年由Elsevier Inc.出版。
Fluorescent probes have long been regarded as tools for imaging living organisms with advantages such as high sensitivity, good designability and multifunctional potential. Many fluorescent probes, especially the probes based on aggregation-induced emission (AIE) dyes, have received increasing attention since the AIE phenomenon was discovered. These AIE dye-based fluorescent probes could elegantly overcome the notorious quenching effect caused by aggregation of conventional organic dyes. However, it is still difficult to directly apply these AIE-active dyes for biomedical applications owing to their hydrophobic nature. Therefore, the development of novel and facile strategies to endow them with water dispersibility is of critical importance. In this work, we exploit an efficient and simple strategy to fabricate an AIE dye based fluorescent copolymer through the combination of reversible addition-fragmentation chain transfer and the Biginelli reaction. Moreover, the copolymer can self-assemble to fluorescent polymeric nanoparticles (FPNs) in water solution. Hydrophilic poly(PEGMA-co-AEMA) was reacted with the AIEactive dye 4',4 '''-(1,2-diphenylethene-1,2-diy1)bis(1,1'-biphenyl]-4-carbaldehyde (CHO-TPE-CHO) to form amphiphilic luminescent polymers using urea as the connection bridge. The successful synthesis of the final products (poly(PEGMA-co-AEMA-TPE) FPNs) was confirmed by various instruments. Furthermore, Transmission electron microscopy (TEM) images manifest that poly(PEGMA-co-AEMA-TPE) copolymers will self-assemble into spherical nanoparticles in aqueous environments with sizes between 100 nm and 200 nm. The cell uptake and bioimaging experiment confirm that poly(PEGMA-co-AEMA-TPE) FPNs have excellent biocompatibility and emit strong green fluorescence in a cellular environment. Thus, poly(PEGMA-co-AEMA-TPE) FPNs are excellent candidates for biomedical applications. (C) 2018 Published by Elsevier Inc.