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含香豆素的腙衍生物用于在几乎纯水溶液中对铜和硫氢根进行接力检测以及在溶酶体中进行生物成像。

Hydrazone derivative bearing coumarin for the relay detection of Cu and HS in an almost neat aqueous solution and bioimaging in lysosomes.

作者信息

Gao Liang-Liang, Wang Bei-Bei, Chen Xi, Wang Yuan, Wu Wei-Na, Zhao Xiao-Lei, Yan Ling-Ling, Fan Yun-Chang, Xu Zhi-Hong

机构信息

College of Chemistry and Chemical Engineering, Henan Key Laboratory of Coal Green Conversion, Henan Polytechnic University, Jiaozuo 454000, PR China.

College of Chemistry and Chemical Engineering, Henan Key Laboratory of Coal Green Conversion, Henan Polytechnic University, Jiaozuo 454000, PR China.

出版信息

Spectrochim Acta A Mol Biomol Spectrosc. 2021 Jul 5;255:119693. doi: 10.1016/j.saa.2021.119693. Epub 2021 Mar 15.

DOI:10.1016/j.saa.2021.119693
PMID:33784596
Abstract

A new morpholine functionalized coumarin-based fluorescent probe 1 was easily synthesized. The probe realized the sequentially detecting of Cu and HS in the HEPES buffer solution (20 mM, pH = 5.0). It made a turn-off fluorescence response to Cu by using a complex formation with a 2:1 binding mode, and the resulting complex was able to detect HS according to the displacement approach with a turn-on fluorescence response. The detecting limits of probe 1 for Cu and 1-Cu system for HS were calculated to be 26 nM and 88.5 nM, respectively. This "on-off-on" recognition process was demonstrated by ultraviolet-visible spectroscopy, fluorescence spectroscopy, using proton nuclear magnetic resonance studies, electrospray ionization mass spectroscopy, single crystal X-ray diffraction, and using density functional theory calculations. In addition, both cell imaging and co-staining experiments showed that the probe could be utilized to visually detect Cu and HS in lysosomes.

摘要

一种新型的吗啉官能化香豆素基荧光探针1很容易合成。该探针实现了在HEPES缓冲溶液(20 mM,pH = 5.0)中对Cu²⁺和HS⁻的顺序检测。它通过以2:1的结合模式形成配合物对Cu²⁺产生荧光猝灭响应,并且所得配合物能够根据置换法检测HS⁻并产生荧光开启响应。探针1对Cu²⁺和1-Cu体系对HS⁻的检测限分别计算为26 nM和88.5 nM。通过紫外可见光谱、荧光光谱、质子核磁共振研究、电喷雾电离质谱、单晶X射线衍射以及密度泛函理论计算证明了这种“关-开-关”识别过程。此外,细胞成像和共染色实验均表明该探针可用于可视化检测溶酶体中的Cu²⁺和HS⁻。

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