An aggregation-induced fluorescence probe for H2S and its application in living cells

IF 4.1 3区 化学 Q2 CHEMISTRY, PHYSICAL
Yan-Fang Shang, Xin-Yao Wang, Bang-Qian Wei, Ming-Xia Wu, Zhong-Yao Jiang, Xin-Xing Wu
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Abstract

Hydrogen sulphide (H2S) plays an important role in the regulation of a number of important physiological and pathological processes. Therefore, the development of new fluorescent probes for H2S is of great importance and has recently attracted much attention. In this paper, a novel coumarin-based fluorescent probe named (1E)-1-(1-(6-chloro-2-oxo-2H-chromen-3-yl)ethylidene)thiosemicarbazide (1), which contained a CN moiety as a specific reaction site for nucleophilic addition of H2S, was prepared. Upon addition of H2S, probe 1 exhibited significant fluorescence enhancement with a detection limit as low as 0.54 μM, accompanied by a colour change from cyan to colourless. The mechanism was confirmed by ESI-MS, Job’s plot, DFT and the probe 1 was successfully applied to the imaging of H2S in HeLa cells.

Abstract Image

H2S 的聚集诱导荧光探针及其在活细胞中的应用
硫化氢(H2S)在调节一系列重要的生理和病理过程中发挥着重要作用。因此,H2S 新型荧光探针的开发具有重要意义,近年来备受关注。本文制备了一种新型香豆素基荧光探针,名为(1E)-1-(1-(6-氯-2-氧代-2H-苯并吡喃-3-基)亚乙基)硫代氨基甲酸(1)。加入 H2S 后,探针 1 的荧光显著增强,检测限低至 0.54 μM,同时颜色从青色变为无色。该机制已通过 ESI-MS、Job's plot 和 DFT 得到证实,探针 1 已成功应用于 HeLa 细胞中 H2S 的成像。
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来源期刊
CiteScore
7.90
自引率
7.00%
发文量
580
审稿时长
48 days
期刊介绍: JPPA publishes the results of fundamental studies on all aspects of chemical phenomena induced by interactions between light and molecules/matter of all kinds. All systems capable of being described at the molecular or integrated multimolecular level are appropriate for the journal. This includes all molecular chemical species as well as biomolecular, supramolecular, polymer and other macromolecular systems, as well as solid state photochemistry. In addition, the journal publishes studies of semiconductor and other photoactive organic and inorganic materials, photocatalysis (organic, inorganic, supramolecular and superconductor). The scope includes condensed and gas phase photochemistry, as well as synchrotron radiation chemistry. A broad range of processes and techniques in photochemistry are covered such as light induced energy, electron and proton transfer; nonlinear photochemical behavior; mechanistic investigation of photochemical reactions and identification of the products of photochemical reactions; quantum yield determinations and measurements of rate constants for primary and secondary photochemical processes; steady-state and time-resolved emission, ultrafast spectroscopic methods, single molecule spectroscopy, time resolved X-ray diffraction, luminescence microscopy, and scattering spectroscopy applied to photochemistry. Papers in emerging and applied areas such as luminescent sensors, electroluminescence, solar energy conversion, atmospheric photochemistry, environmental remediation, and related photocatalytic chemistry are also welcome.
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