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Tuned Al3+ selectivity and π-extended properties of di-2-picolylamine-substituted quinoline-based tolan
Tetrahedron Letters ( IF 1.8 ) Pub Date : 2020-03-09 , DOI: 10.1016/j.tetlet.2020.151808
Min-Sung Ko , Sathish Kurapati , Yunhee Jo , Beomhee Cho , Dong-Gyu Cho

Di-2-picolylamine (DPA)-substituted quinoline-type tolan was synthesized herein. The electron withdrawing CN substituted tolan (1) exhibited clear Al3+ selectivity, unlike simple DPA-substituted quinoline (2). Additionally, owing to the π-extension to quinoline (2), a redshifted fluorescence band and the shoulder of tolan (1) were observed at 491 and 537 nm, respectively, whereas the quinoline (2) fluorescence band was observed at approximately 450 nm. Consequently, Al3+ bound tolan was more redshifted in comparison with other metal ions bound by 2. Fluorescence titration of Al3+ to 1 (20 μM) in HEPES buffer (10 mM, pH = 7.4) containing 50% MeOH exhibited a limit of detection of 36 nM.



中文翻译:

二-2-吡啶甲基胺取代的喹啉基甲苯胺的Al 3+选择性和π扩展性质的调整

本文合成了二-2-吡啶甲基胺(DPA)取代的喹啉型甲苯胺。与简单的DPA取代的喹啉(2)不同,吸电子的CN取代的tolan(1)表现出明显的Al 3+选择性。另外,由于π延伸至喹啉(2),分别在491和537nm处观察到红移荧光带和tolan的肩(1),而在约450nm处观察到喹啉(2)荧光带。 。因此,与其他2被束缚的金属离子相比,与Al 3+束缚的tolan发生了更多的红移。Al 3+荧光滴定至1 在含有50%MeOH的HEPES缓冲液(10 mM,pH = 7.4)中(20μM)的检测限为36 nM。

更新日期:2020-03-09
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