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Fluorescent and colorimetric probes for mercury(II): Tunable structures of electron donor and π-conjugated bridge

机译:汞(II)荧光和比色探针:电子给体和π共轭电桥的可调结构

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摘要

A new series of intramolecular-charge-transfer (ICT) molecules (compounds 1, 2, and 3) were synthesized by attaching various electron-donating thiophenes groups to a triphenylamine backbone with an aldehyde group as the electron acceptor. Based on the protection reaction between ethanethiol and aldehyde, the corresponding dithioacetals (compounds S1, S2, and S3) were prepared to serve as novel colorimetric and fluorescent chemosensors for Hg ~(2+) ions. Also, compound S1 was further utilized to construct the chemical-reaction-based conjugated polymer probe (PS1) towards Hg ~(2+) ions. In the presence of as little as 10 nM Hg ~(2+), compound PS1 displayed an apparent change in the fluorescent intensity. The sensing processes were revealed to be mediated by ICT, as confirmed by time-dependent DFT calculations. Furthermore, compound S1 was successfully applied to microscopic imaging for the detection of Hg ~(2+) in HeLa cells with ratiometric fluorescent methods.
机译:通过将各种供电子噻吩基团与醛基作为电子受体的三苯胺骨架连接,合成了一系列新的分子内电荷转移(ICT)分子(化合物1、2和3)。基于乙硫醇与醛之间的保护反应,制备了相应的二硫缩醛(化合物S1,S2和S3)作为Hg〜(2+)离子的新型比色和荧光化学传感器。此外,化合物S1还用于构建针对Hg〜(2+)离子的基于化学反应的共轭聚合物探针(PS1)。在低至10 nM Hg〜(2+)的存在下,化合物PS1显示出荧光强度的明显变化。依赖于时间的DFT计算证实了传感过程是由ICT介导的。此外,化合物S1已成功应用于比例成像荧光法检测HeLa细胞中Hg〜(2+)的显微成像。

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