具有AIE特性的吡咯并吡咯二酮近红外共轭聚电解质的合成及其在肿瘤细胞靶向荧光成像中的应用研究

项目名称： 具有AIE特性的吡咯并吡咯二酮近红外共轭聚电解质的合成及其在肿瘤细胞靶向荧光成像中的应用研究

项目编号： No.21274045

项目类型： 面上项目

立项/批准年度： 2013

项目学科： 数理科学和化学

项目作者： 汪凌云

作者单位： 华南理工大学

项目金额： 78万元

中文摘要： 针对目前基于共轭聚电解质（CPEs）的近红外荧光探针易发生聚集诱导荧光淬灭的不足，本项目拟合成一类具有聚集诱导发光（AIE）特性、荧光量子产率高、光性能稳定的吡咯并吡咯二酮（DPP）近红外共轭聚电解质（CPEs）材料。将前期实验证实具有AIE效应的DPP衍生物引入二炔单体，通过双炔烃环三聚合反应及侧链离子化反应合成末端含炔基官能团的超支化共轭聚合物（hb-CPEs），利用"点击化学"反应将PEG修饰到hb-CPEs外围，并将具有高亲和力的叶酸配体和环形RGD多肽配体共价偶联到PEG链上。在水溶液中自组装成以hb-CPEs为核、PEG链为壳、纳米粒子表面修饰有叶酸和环形RGD多肽双配体的纳米粒子，并将该纳米粒子用于肿瘤细胞靶向荧光成像。对材料的组成、结构和AIE性能进行深入研究，确定构效关系，优化功能化纳米粒子AIE性能及其肿瘤细胞荧光成像效果。此研究将为研制新型近红外荧光探针提供新思路。

中文关键词： 聚集诱导发光；近红外荧光探针；共轭聚电解质；吡咯并吡咯二酮；肿瘤靶向荧光成像

英文摘要： Near-infrared fluorescent probes based on conjugated polyelectrolytes (CPEs) usually suffer from aggregation-caused quenching disadvantages, which limits their practical applications. As a consequence, we prepare to obtain novel diketopyrrolopyrrole-based conjugated polyelectrolytes materials with aggregation-induced emission (AIE) characteristics, high quantum yield, good photostability, high cellular internalization efficiency, high specificity for tumor cell imaging. Firstly, diketopyrrolopyrrole (DPP) derivates with AIE characteristics are introduced to diyne monomer, and subsequently diyne monomer is alkyne polycyclotrimerized to give neutral hyperbranched conjugated polymer with active alkyne groups for postfunctionalization. After quaternization, the red-fluorescent conjugated polyelectrolyte (hb-CPEs) is grafted with dense poly(ethylene glycol) (PEG) chains via "click chemistry" and subsequently modified with folic acid (FA) and cRGD peptide. In aqueous condition, functionalized hb-CPEs are self-assembled to form core-shell nanoparticle with FA and cRGD peptide modified surfaces, which is used to targeted tumor fluorescent imaging probes. To optimize AIE characteristics and targeted tumor cell imaging effect of nanoparicle, the relationship between structures and optical properties of hb-CPEs will be int

英文关键词： Aggregation-introduced emission (AIE)；Near-infrared fluorescent probe；conjugated polyelectrolytes；Diketopyrrolopyrrole (DPP)；Targeted tumor fluorescent imaging