Wang Yang, Ma Zhong-Ying, Zhang De-Long, Deng Jia-Li, Chen Xiong, Xie Cheng-Zhi, Qiao Xin, Li Qing-Zhong, Xu Jing-Yuan
Tianjin Key Laboratory on Technologies Enabling Development of Clinical Therapeutics and Diagnostics (Theranostics), School of Pharmacy, Tianjin Medical University, Tianjin 300070, PR China.
Tianjin Key Laboratory on Technologies Enabling Development of Clinical Therapeutics and Diagnostics (Theranostics), School of Pharmacy, Tianjin Medical University, Tianjin 300070, PR China; Key Laboratory of Advanced Energy Materials Chemistry (Ministry of Education), Nankai University, Tianjin 300071, PR China.
Spectrochim Acta A Mol Biomol Spectrosc. 2018 Apr 15;195:157-164. doi: 10.1016/j.saa.2018.01.049. Epub 2018 Jan 31.
A new aluminum ion fluorescent probe (4-(diethylamino)-2-hydroxybenzylidene)isoquinoline-1-carbohydrazide (HL) has been conveniently synthesized and characterized. HL exhibited a highly selective and pronounced enhancement for Al in the fluorescence emission over other common cations by forming a 2:1 complex, with a recognition mechanism based on excited-state intramolecular proton transfer (ESIPT) and intramolecular charge transfer (ICT). The strong fluorescent emission can be observed even at ppm level concentration of the probe in the presence of Al with 41 fold intensity enhancement at 545 nm. HL displays good linear relationship with Al in the low concentration and the limit of detection is 8.08 × 10 mol/L. Similar molecules with different substituents on salicylaldehyde phenyl ring were synthesized for studying the structure-activity relationship. Density-functional theory (DFT) calculations are in agreement with the proposed mechanism. It is confirmed that HL could be used to detect Al ions in real sample by fluorescence spectrometry and Al ions in cells by bioimaging.
一种新型铝离子荧光探针（4-（二乙氨基）-2-羟基亚苄基）异喹啉-1-碳酰肼（HL）已被简便地合成并表征。通过形成2:1配合物，HL在荧光发射方面对铝表现出高度选择性和显著增强，相对于其他常见阳离子，其识别机制基于激发态分子内质子转移（ESIPT）和分子内电荷转移（ICT）。即使在铝存在下探针浓度为ppm级时，也能观察到强烈的荧光发射，在545nm处强度增强41倍。HL在低浓度下与铝呈现良好的线性关系，检测限为8.08×10⁻⁸mol/L。合成了水杨醛苯环上具有不同取代基的类似分子以研究构效关系。密度泛函理论（DFT）计算与提出的机制一致。证实HL可通过荧光光谱法用于检测实际样品中的铝离子，并通过生物成像用于检测细胞中的铝离子。
