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带有醚氧结合位点的 TQEN(,,','-四(2-喹啉基甲基)乙二胺)衍生物的 Cd 选择性荧光响应。

Cd-selective fluorescence response of TQEN (,,','-tetrakis(2-quinolylmethyl)ethylenediamine) derivatives bearing ether oxygen-binding sites.

机构信息

Laboratory for Molecular & Functional Design, Department of Engineering, Nara Women's University, Nara 630-8506, Japan.

KYOUSEI Science Center, Nara Women's University, Nara 630-8506, Japan.

出版信息

Dalton Trans. 2022 Nov 21;51(45):17170-17179. doi: 10.1039/d2dt02948k.

Abstract

Moderate Zn selectivity over Cd (/ = 1.6) in the fluorescence enhancement of TQEN (,,','-tetrakis(2-quinolylmethyl)ethylenediamine) was changed to Cd preference the introduction of a methoxymethyloxy (MOMO) substituent at the 8-position of one of the four quinoline rings (/ = 0.2). Thus, 8-MOMOTQEN (-(8-methoxymethyloxy-2-quinolylmethyl)-,','-tris(2-quinolylmethyl)ethylenediamine) showed not only high Cd-selectivity but also an enhanced fluorescence quantum yield upon Cd binding and high sensitivity for Cd detection as shown by = 0.065 and LOD (limit of detection) = 19 nM. The two oxygen atoms of the MOMO group in 8-MOMOTQEN play a crucial role in the fluorescent metal-ion selectivity because the corresponding hydroxy (8-OHTQEN) and methoxy (8-MeOTQEN) derivatives resulted in a poor fluorescent response and metal selectivity, respectively. Another N6O2 ligand, ,'-bis(8-methoxy-2-quinolylethyl)-,'-bis(2-quinolylmethyl)ethylenediamine ((8-MeO)TQEN) exhibited a Zn-selective fluorescence enhancement (/ = 2.2), indicating the superiority of the MOMO group for the selective sensing of Cd.

摘要

在 TQEN(,,','-四(2-喹啉基甲基)乙二胺)荧光增强中,对 Zn 的中等选择性(/ = 1.6)通过在四个喹啉环之一的 8-位引入甲氧基甲氧基(MOMO)取代基而变为 Cd 优先(/ = 0.2)。因此,8-MOMOTQEN(-(8-甲氧基甲氧基-2-喹啉基甲基)-,','-三(2-喹啉基甲基)乙二胺)不仅表现出高 Cd 选择性,而且在 Cd 结合时显示出增强的荧光量子产率和对 Cd 检测的高灵敏度,/ = 0.065 和 LOD(检出限)= 19 nM。8-MOMOTQEN 中 MOMO 基团的两个氧原子在荧光金属离子选择性中起着至关重要的作用,因为相应的羟基(8-OHTQEN)和甲氧基(8-MeOTQEN)衍生物分别导致荧光响应和金属选择性差。另一个 N6O2 配体,,'-双(8-甲氧基-2-喹啉基乙基),,'-双(2-喹啉基甲基)乙二胺((8-MeO)TQEN)表现出 Zn 选择性荧光增强(/ = 2.2),表明 MOMO 基团在选择性检测 Cd 方面具有优越性。

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