基于羟基取代苝四（烷氧羰基）衍生物的新型氟离子荧光探针。
Novel fluorescent probes for the fluoride anion based on hydroxy-substituted perylene tetra-(alkoxycarbonyl) derivatives.
作者信息
Zhang Fengxia, Zhao Yunlong, Chi Yanhui, Ma Yongshan, Jiang Tianyi, Wei Xiaofeng, Zhao Qian, Shi Zhiqiang, Shi Jingmin
机构信息
College of Chemistry, Chemical Engineering and Materials Science, Collaborative Innovation Center of Functionalized Probes for Chemical Imaging in Universities of Shandong, Key Laboratory of Molecular and Nano Probes, Ministry of Education Shandong Provincial Key Laboratory of Clean Production of Fine Chemistry, Shandong Normal University Jinan 250014 P. R. China
Shandong Provincial Key Laboratory of Metrology and Measurement, Shandong Institute of Metrology, Shandong Social Justice Institute of Metrology Jinan 250014 P. R. China.
出版信息
RSC Adv. 2018 Apr 16;8(25):14084-14091. doi: 10.1039/c8ra00299a. eCollection 2018 Apr 11.
The fluoride anion (F) sensing abilities of 1-hydroxyl-3,4,9,10-tetra (-butoxyloxycarbonyl) perylene (probe 1) and 1-hydroxyl-mono-five-membered -heterocyclic annulated tetra (-butoxyloxycarbonyl) perylene (probe 2) were studied through visual detection experiments, UV-Vis, fluorescence, and H NMR titrations. The probes were sensitive and selective for distinguishing F from other anions (Cl, Br, I, SO , PF , HPO , BF , ClO , OH, CHCOO, and HPO ) through a change of UV-Vis and fluorescence spectra. The absorption and fluorescence emission properties of the probes arise from the intermolecular proton transfer (IPT) process between a hydrogen atom on the phenolic O position of probe and the F anion. The sensing mechanism was supported by theoretical investigation. Moreover, probe-based test strips can conveniently detect F without any additional equipment, and they can be used as fluorescent probes for monitoring F in living cells.
通过视觉检测实验、紫外可见光谱、荧光光谱和核磁共振氢谱滴定，研究了1-羟基-3,4,9,10-四（丁氧基羰基）苝（探针1）和1-羟基-单五元杂环稠合四（丁氧基羰基）苝（探针2）对氟离子（F⁻）的传感能力。通过紫外可见光谱和荧光光谱的变化，这些探针对于区分F⁻与其他阴离子（Cl⁻、Br⁻、I⁻、SO₄²⁻、PF₆⁻、HPO₄²⁻、BF₄⁻、ClO₄⁻、OH⁻、CH₃COO⁻和H₂PO₄⁻）具有灵敏性和选择性。探针的吸收和荧光发射特性源于探针酚羟基O位上的氢原子与F⁻之间的分子内质子转移（IPT）过程。理论研究支持了该传感机制。此外，基于探针的测试条无需任何额外设备即可方便地检测F⁻，并且可用作监测活细胞中F⁻的荧光探针。
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