Design, synthesis and applications of fluoride probe based on aromatization of isoquinolinium salts
Design, synthesis and applications of fluoride probe based on aromatization of isoquinolinium salts
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基于异喹啉盐芳构化的氟化物探针的设计、合成及应用
DOI：
10.1016/j.dyepig.2020.108547
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发表时间：
2020-10-01
影响因子：
4.5
通讯作者：
Tian, Li
中科院分区：
文献类型：
--
作者：
Zhao, Yun-Hui;Yu, Yajun;Tian, Li
设计并合成了一种基于异喹啉盐芳构化驱动的新型荧光探针。应用结果表明，该探针对氟化物具有较高的选择性和灵敏度。氟诱导羟基脱保护和1，6-氧化消除的级联反应，并引起显着的荧光增强。相对荧光强度（I-398/I-522）在0-9.0 μ mol·L ~（-1）范围内与F ~-浓度呈线性关系。由于F-诱导的探针的固有芳构化驱动，检测限非常低（3.7 nM）。通过质谱（MS）和核磁共振氢谱（H-1 NMR）对识别机理进行了验证。体外成像结果表明，新探针BIQS（2-[4-（叔丁基二苯基硅烷氧基）苄基]-3-（4-甲氧基苯基）异喹啉硝酸盐）具有膜渗透性，可用于活细胞中氟离子的测定。
A novel ratiometric fluorescent probe based on aromatization drive of isoquinolinium salts was designed, synthesized to recognize fluoride. The applications have shown that the probe has high selectivity and sensitivity to fluoride. Fluoride induces a cascade reaction of hydroxyl deprotection and 1,6-oxidative elimination, and causes a remarkable fluorescence enhancement. The relative fluorescent intensities (I-398/I-522) increased linearly with F- concentration in the range of 0-9.0 mu mol L-1. The limit of detection was very low (3.7 nM) due to the intrinsic aromatization drive of probe induced by F-. The recognition mechanism was demonstrated by mass spectrum (MS) and H-1 NMR. The in vitro imaging results showed that the new probe BIQS (2-[4-(tert-butyl-diphenyl-silanyloxy)-benzyl]-3-(4-methoxy- phenyl) -isoquinolinium nitrate) was membrane-permeable and could be applied into the determination of fluoride ions in living cells.