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Facile fabrication of AIE/AIEE-active fluorescent nanoparticles based on barbituric for cell imaging applications

机译:基于巴比妥的AIE / AIEE活性荧光纳米颗粒的便捷制备,可用于细胞成像

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Four barbituric derivatives (1–4), were synthesized with obvious aggregation induced emission (AIE) or aggregation induced emission enhancement (AIEE) behaviors. The optical properties in different states and the mechanisms of the enhanced emission of 1–4 were investigated. We found that there were a large number of globular or blocky nanoparticles with average diameters from 229 to 394 nm in tetrahydrofuran (THF)/water solutions when the water fraction (fw) was 90%. The single crystal data of 2 and 4 reveal that multiple intermolecular interactions restrict the intramolecular motions, and promote the formation of a herringbone arrangement (4), thus permitting intense emission in the aggregate state. In addition, the frontier molecular orbital energy and band gap calculated by density functional theory (DFT) are consistent with the experimental results. Compound 4 is cell-permeable: upon entering the live cells, the dye molecules can accumulate in the lysosomes and turn on the fluorescence.
机译:合成了四种具有明显聚集诱导发射(AIE)或聚集诱导发射增强(AIEE)行为的巴比妥衍生物(1-4)。研究了在不同状态下的光学性质以及增强发射1-4的机理。我们发现在四氢呋喃(THF)/水溶液中存在大量的球形或块状纳米颗粒,当水分数( f w < / sub> )为90%。 2和4的单晶数据表明,多个分子间的相互作用限制了分子内的运动,并促进了人字形排列的形成(4),从而允许以聚集态强烈发射。另外,通过密度泛函理论(DFT)计算得到的前沿分子轨道能和带隙与实验结果一致。化合物4具有细胞渗透性:进入活细胞后,染料分子可以在溶酶体中积累并开启荧光。

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