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一种基于异香豆素的新型荧光探针,用于 Hg 和 Fe 离子及其在活细胞成像中的应用。

A novel fluorescent probe based on isocoumarin for Hg and Fe ions and its application in live-cell imaging.

机构信息

Karamanoglu Mehmetbey University, Kamil Ozdag Science Faculty, Department of Chemistry, Karaman 70100, Turkey.

Adıyaman University, Faculty of Pharmacy, Department of Analytical Chemistry, Adiyaman, Turkey.

出版信息

Spectrochim Acta A Mol Biomol Spectrosc. 2020 Jan 5;224:117402. doi: 10.1016/j.saa.2019.117402. Epub 2019 Jul 18.

Abstract

Synthesis of the 2-amino-4-phenyl-6- (isocoumarin-3-yl) -3-cyanopyridine (APICP) containing both isocoumarin and pyridine ring in its structure was carried out, and this compound was characterized by ATR-FTIR, H NMR, and C NMR spectral techniques. A fluorescence sensor determining Hg and Fe ions in DMSO/HEPES buffer solution (9/1 v/v, 5 μM, pH 7.0) was developed using the synthesized compound, and the detection limits of the sensor with exquisite selectivity were calculated as 8.12 nM and 5.51 nM for Hg and Fe ions, respectively. Jobs plot method was used to determine the stoichiometry of APICP-Hg/Fe complexes as 2:1 and FT-IR and ESI-MS methods confirmed the results. Besides, cell growth inhibitory potentials of the sensor over HepG2 cells and in vivo fluorescent cell imaging experiments were conducted. Findings revealed the relatively low cytotoxic effects of the synthesized sensor (IC: 0.541 ± 0.039 mM), and it could be utilized as an intracellular imaging agent for the determination of Fe and Hg ions in biological systems.

摘要

合成了结构中同时含有异香豆素和吡啶环的 2-氨基-4-苯基-6-(异香豆素-3-基)-3-氰基吡啶(APICP),并用 ATR-FTIR、H NMR 和 C NMR 光谱技术对其进行了表征。利用合成的化合物,在 DMSO/HEPES 缓冲溶液(9/1 v/v,5 μM,pH 7.0)中开发了一种用于测定 Hg 和 Fe 离子的荧光传感器,该传感器具有极好的选择性,Hg 和 Fe 离子的检测限分别计算为 8.12 nM 和 5.51 nM。Jobs 作图法用于确定 APICP-Hg/Fe 配合物的化学计量比为 2:1,FT-IR 和 ESI-MS 方法证实了这一结果。此外,还进行了传感器对 HepG2 细胞的生长抑制潜力和体内荧光细胞成像实验。研究结果表明,合成传感器的细胞毒性相对较低(IC:0.541±0.039 mM),可作为生物系统中测定 Fe 和 Hg 离子的细胞内成像剂。

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