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一种用于 Al 的新型比色-荧光探针及其与 F 的复合物及其在细胞成像中的应用。

A novel colorimetric-fluorescent probe for Al and the resultant complex for F and its applications in cell imaging.

机构信息

Institute of Functional Organic Molecular Engineering, Engineering Laboratory for Flame Retardant and Functional Materials of Henan Province, College of Chemistry and Chemical Engineering, Henan University, Kaifeng 475004, China.

Institute of Functional Organic Molecular Engineering, Engineering Laboratory for Flame Retardant and Functional Materials of Henan Province, College of Chemistry and Chemical Engineering, Henan University, Kaifeng 475004, China.

出版信息

Spectrochim Acta A Mol Biomol Spectrosc. 2019 Nov 5;222:117234. doi: 10.1016/j.saa.2019.117234. Epub 2019 Jun 2.

DOI:10.1016/j.saa.2019.117234
PMID:31177009
Abstract

A novel quinoline-based Schiff-base probe QL had been synthesized, which could sequentially monitor Al and F in MeOH-HO solution (v/v = 8/1, 0.01 M, HEPES buffer, pH = 7.3). The probe QL expressed a high selective and sensitive "OFF-ON-OFF" fluorescent response for Al and F (excitation at 460 nm and emission at 530 nm) accompanying visible color changed, which was ascribed to intramolecular charge transfer (ICT) process and chelation-enhanced fluorescence (CHEF) mechanism. The binding stoichiometry of QL with Al was 2:1 counting on Job's plot and HRMS, while F could pull Al to depart from the complexation 2QL-Al and released free QL. The limit of detections of probe QL for Al and F ions were calculated to be 0.10 μM and 0.50 μM. The H NMR experiments and density functional theory (DFT) calculations were carried out to further prove the binding mode between QL and Al. Furthermore, fluorescence imaging studies demonstrated that the probe QL was low cytotoxicity and could be applied to detect Al and F in living PC12cells.

摘要

一种新型的基于喹啉的希夫碱探针 QL 被合成,它可以在 MeOH-HO 溶液(v/v=8/1,0.01 M,HEPES 缓冲液,pH=7.3)中顺序监测 Al 和 F。探针 QL 对 Al 和 F 表现出高选择性和灵敏的“OFF-ON-OFF”荧光响应,伴随着可见颜色的变化,这归因于分子内电荷转移(ICT)过程和螯合增强荧光(CHEF)机制。根据 Job 图和高分辨率质谱(HRMS),QL 与 Al 的结合比为 2:1,而 F 可以将 Al 从配合物 2QL-Al 中拉出来并释放出游离的 QL。探针 QL 对 Al 和 F 离子的检测限分别计算为 0.10 μM 和 0.50 μM。进行了 1 H NMR 实验和密度泛函理论(DFT)计算,以进一步证明 QL 与 Al 之间的结合模式。此外,荧光成像研究表明,探针 QL 具有低细胞毒性,可用于检测活 PC12 细胞中的 Al 和 F。

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