Efficient turn-on fluorescent probe cooperated by cascade response for disclosing the fluctuation of cysteine in cells

The research on cysteine (Cys) determination is deemed as a hot topic, since it has been reported to be connected with various physiological processes and disease prediction. However, existing Cys-responding probes may expose some defects such as long reaction time, disappointing photostability, and...

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Published in:Analytica chimica acta 2024-06, Vol.1308, p.342660-342660, Article 342660
Main Authors: Meng, Li, Xu, Zi Yi, Chen, Jing Rong, Luo, Hong Qun, Li, Nian Bing
Format: Article
Language:English
Subjects:
Bioimaging
Cascade reaction
Cys detection
Cysteine - analysis
Cysteine - chemistry
Fluorescent Dyes - chemical synthesis
Fluorescent Dyes - chemistry
Fluorescent probe
HeLa Cells
Humans
Limit of Detection
Molecular Structure
Oxidative stress
Spectrometry, Fluorescence
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Summary:The research on cysteine (Cys) determination is deemed as a hot topic, since it has been reported to be connected with various physiological processes and disease prediction. However, existing Cys-responding probes may expose some defects such as long reaction time, disappointing photostability, and suboptimal sensitivity. Under such a circumstance, our team has proposed an efficient fluorescent probe with novel sensing mechanism to perfectly cope with the above-mentioned drawbacks. A novel cascade reaction-based probe 9-(2,2-dicyanovinyl)-2,3,6,7-tetrahydro-1H,5H-pyrido[3,2,1-ij]quinolin-8-yl acrylate (DPQA) has been synthesized for the first time. Undergoing addition-cleavage and cyclization-rearrangement processes, DPQA reacts with Cys to generate an iminocoumarin product with relucent green fluorescence, namely 11-imino-2,3,6,7-tetrahydro-1H,5H,11H-pyrano[2,3-f]pyrido[3,2,1-ij]quinoline-10-carbonitrile (IMC-J), and the relative fluorescence quantum yield (Φf) soars from 0.007 to 0.793. Utilizing such a mechanism, DPQA shows a superb turn-on signal (172-fold), low detection limit (4.1 nM), and wide detection range (5–6000 nM) toward Cys detection. Encouraged by the admirable sensing performance of DPQA, bioimaging of endogenous Cys has been attempted in HeLa cells with satisfactory results. Moreover, cell model of H2O2-induced oxidative stress has been established and the Cys fluctuation during this process has been inspected, elucidating how living cells confront with the eruption of reactive oxygen species (ROS) storm. The probe DPQA with such an intriguing cascade responding process for Cys detection has been endowed with many merits, such as fast reaction and superior sensitivity, conducive to improving responsiveness and rendering it more suitable for further applications. Thereby, we expect that the DPQA would be an efficient tool for detecting Cys fluctuation in living cells of different physiological processes. [Display omitted] •A cascade reaction-based fluorescent probe has been innovatively developed.•DPQA displays ultra-low detection limit of 4.1 nM for detection of Cys.•DPQA is utilized for fluorescence imaging of endogenous Cys in living cells.•Cys fluctuation in cell model of oxidative stress is elaborated by DPQA.
ISSN:0003-2670
1873-4324
DOI:10.1016/j.aca.2024.342660