Preparation of PEGylated and biodegradable fluorescent organic nanoparticles with aggregation-induced emission characteristics through direct ring-opening polymerization

Preparation of PEGylated and biodegradable fluorescent organic nanoparticles with aggregation-induced emission characteristics through direct ring-opening polymerization
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通过直接开环聚合制备具有聚集诱导发光特性的聚乙二醇化且可生物降解的荧光有机纳米粒子

DOI:
10.1016/j.jtice.2018.07.008
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发表时间:
2019-02
影响因子:
5.7
通讯作者:
Wei Yen
Wei Yen
中科院分区:
工程技术3区
文献类型:
--
作者:
Xu Dazhuang;Zeng Simin;Liu Meiying;Chen Junyu;Huang Hongye;Deng Fengjie;Tian Jianwen;Wen Yuanqing;Zhang Xiaoyong;Wei Yen

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具有聚集诱导发射(AIE)特性的荧光有机纳米粒子(FONs)以其优异的光学性质、可设计性和生物相容性成为荧光成像中用于复杂生物过程可视化的理想探针。具有AIE活性的FONs的合成取得了重大进展,为生物应用开辟了新的可能性,然而,通过开环聚合(ROP)具有AIE活性的N-羧基氰基丙烯酸酯(NCA)单体来制备可生物降解的FONs的研究却很少。在本工作中,L-半胱氨酸(Cys)在侧链上用AIE染料官能化,然后转化为具有AIE特征的可聚合NCA单体。在下一步中,氨基封端的聚(乙二醇)(PEG)直接用于引发AIE活性NCA的ROP。所制备的含有亲水性PEG和疏水性AIE染料的两亲性共聚物具有自组装成核壳纳米结构的趋势。结果表明,mPEG 5000单键Cys-Phe FONs具有较高的亲水性和优异的光学性能。此外,生物学评价结果表明,这些AIE活性FONs具有良好的生物相容性和荧光成像性能。更重要的是,这一策略也可推广到其他具有所需结构和功能的多肽类荧光探针的制备。
Fluorescent organic nanoparticles (FONs) with aggregation-induced emission (AIE) characteristics have emerged as ideal probes in fluorescent imaging for visualization of complex biological processes by taking advantages of excellent optical properties, designability and biocompatibility. Significant progresses in the syntheses of AIE-active FONs open up new possibilities in biological applications, whereas, only limited attention was focused on the fabrication of biodegradable FONs through the ring-opening polymerization (ROP) of AIE-active N-carboxyanhydrides (NCA) monomers. In this work,l-Cysteine (Cys) is functionalized with an AIE dye in the side chain, and then transformed into polymerizable NCA monomer with AIE feature. In the next step, amino-terminated poly(ethylene glycol) (PEG) was directly used to initiate the ROP of AIE-active NCA. The prepared amphiphilic copolymers contain hydrophilic PEG and hydrophobic AIE dye have a tendency to self-assemble into core-shell nanostructure. Results confirmed mPEG5000single bondCys-Phe FONs owned high water dispersibility and excellent optical properties. Besides, biological evaluation results demonstrated that these AIE-active FONs possess good biocompatibility and fluorescent imaging performance. More importantly, the strategy also be extend for the preparation other polypeptides based fluorescent probes with desired structure and functions.
通过“一锅”曼尼希反应制备水分散性和生物相容性 AIE 活性荧光聚合物纳米颗粒
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