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用于锌、汞和铜的不同传感模式的适应性强的基于香豆素的荧光分子多分析物传感器及其生物成像应用。

Adaptable coumarin-based fluorescent molecular multianalyte sensor for Zn, Hg and Cu different sensing modalities and its bioimaging applications.

作者信息

Biswas Amitav, Biswas Toby, Guha Subhabrata, Maji Atanu, Das Gaurav, Naskar Rahul, Gharami Saswati, Mondal Tapan Kumar

机构信息

Department of Chemistry, Jadavpur University, Kolkata-700032, India.

Department of Signal Transduction and Biogenis Amines (STBA), Chittaranjan National Cancer Institute, Kolkata-700026, India.

出版信息

Anal Methods. 2025 Aug 21;17(33):6707-6718. doi: 10.1039/d5ay00830a.

Abstract

A new organic coumarin-based probe, DCMC, was successfully designed and synthesized. Characterization techniques such as single-crystal X-ray diffraction, H-NMR, C-NMR, IR, and mass spectroscopy were used to analyse the chemical structure of this probe. Systematic sensing studies of DCMC in DMSO/HO (9/1, v/v, pH = 7.2) by fluorescence and absorption methods showed selectivity towards Hg, Zn and Cu by different sensing modalities. DCMC showed a distinctive red shift in UV-Vis spectra for Cu, while no similar response was observed for Hg and Zn. Additionally, it showed significant fluorescence quenching towards Hg, and for Zn, an eminent ratiometric fluorescence response was observed. The detection limit of DCMC towards Hg and Zn was calculated and established to be in the order of 10 (M), and for Cu, it was in the order of 10 (M). A detailed investigation was performed on the detection mechanism using Job's plot, H-NMR, ESI mass analysis and density functional theory (DFT) calculations, which established the 2 : 1 binding stoichiometry for all three ions. Further, a stability study was performed over a period of five days to establish the stability of DCMC prominently. The probe also coherently recognised the sensing cations in the solid state, making DCMC a portable kit for on-site detection. Besides, the live cell imaging study using the MCF-7 cell line to detect Zn and Hg revealed the detection capability of DCMC and its biocompatible nature. Finally, density functional theory and time-dependent density functional theory were implemented, which established the experimental outcomes theoretically.

摘要

成功设计并合成了一种新型的基于有机香豆素的探针DCMC。采用单晶X射线衍射、H-NMR、C-NMR、红外光谱和质谱等表征技术分析该探针的化学结构。通过荧光和吸收法在DMSO/H₂O(9/1,v/v,pH = 7.2)中对DCMC进行系统的传感研究,结果表明其对Hg、Zn和Cu具有不同传感模式的选择性。DCMC对Cu的紫外-可见光谱显示出明显的红移,而对Hg和Zn未观察到类似响应。此外,它对Hg表现出显著的荧光猝灭,对Zn则观察到明显的比率荧光响应。计算得出DCMC对Hg和Zn的检测限约为10⁻⁶ M,对Cu的检测限约为10⁻⁵ M。利用Job曲线、H-NMR、电喷雾电离质谱分析和密度泛函理论(DFT)计算对检测机理进行了详细研究,确定了所有三种离子的2∶1结合化学计量比。此外,进行了为期五天的稳定性研究以突出DCMC的稳定性。该探针还能在固态下连贯地识别传感阳离子,使DCMC成为一种用于现场检测的便携式试剂盒。此外,使用MCF-7细胞系进行活细胞成像研究以检测Zn和Hg,揭示了DCMC的检测能力及其生物相容性。最后,实施了密度泛函理论和含时密度泛函理论,从理论上证实了实验结果。

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