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一种用于检测铜离子(Cu(II))的罗丹明-香豆素三唑共轭物荧光化学传感器及其在活细胞生物成像中的应用

A Rhodamine-coumarin Triazole Conjugate as a Fluorescent Chemodosimeter for Cu(II) Detection and its Application in Live Cell Bioimaging.

作者信息

Wechakorn Kanokorn, Pitsanuwong Chariwat, Kanjanasirirat Phongthon, Pewkliang Yongyut, Borwornpinyo Suparerk, Kongsaeree Palangpon

机构信息

Department of Chemistry, Faculty of Science and Technology, Rajamangala University of Technology, Thanyaburi, Pathum Thani, 12110, Thailand.

Advanced Photochemical and Electrochemical Materials Research Unit, Faculty of Science and Technology, Rajamangala University of Technology Thanyaburi, Pathum Thani, 12110, Thailand.

出版信息

J Fluoresc. 2024 Nov;34(6):2571-2581. doi: 10.1007/s10895-023-03460-4. Epub 2023 Oct 14.

DOI:10.1007/s10895-023-03460-4
PMID:37837510
Abstract

A rhodamine-triazole fluorescent probe bearing a coumarin moiety RTC was synthesized using the Cu(I)-catalyzed click reaction. The rhodamine-triazole conjugate was highly selective to Cu among other metal ions, including Ca, Co, Cu, Cd, Mg, Fe, Fe, Hg, Zn, Ni, Pd and Pb in physiological conditions. Upon the addition of Cu, the colorless RTC solution turned pink and exhibited a significant fluorescence emission centered at 578 nm. The binding of Cu induced a hydrolysis reaction, leading to a release of the coumarin unit from the rhodamine probe, as confirmed by mass spectrometric data. From the fluorescence titration, the detection limit of RTC for Cu was determined to be 21 nM (1.3 ppb). The sensor was responsive to Cu in a wide pH range and successfully applied to monitor Cu in HEK293T cells by confocal fluorescence imaging.

摘要

通过铜(I)催化的点击反应合成了一种带有香豆素部分的罗丹明 - 三唑荧光探针RTC。在生理条件下,罗丹明 - 三唑共轭物对包括钙、钴、铜、镉、镁、铁、汞、锌、镍、钯和铅在内的其他金属离子中的铜具有高度选择性。加入铜后,无色的RTC溶液变成粉红色,并在578nm处呈现出显著的荧光发射。质谱数据证实,铜的结合引发了水解反应,导致香豆素单元从罗丹明探针中释放出来。通过荧光滴定,确定RTC对铜的检测限为21 nM(1.3 ppb)。该传感器在较宽的pH范围内对铜有响应,并通过共聚焦荧光成像成功应用于监测HEK293T细胞中的铜。

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