A red-emitting fluorescence turn-on probe for the discrimination of cysteine from biothiols and its bioimaging applications in living cells

[Display omitted] •Development of a novel red-emitting fluorescent probe (HSA) for the detection of Cys.•The probe can high sensitivity detect Cys with a low LOD.•Successfully verified the experimental results by the theoretical calculation study.•The probe can be used for exogenous Cys monitoring a...

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Bibliographic Details
Published in:Sensors and actuators. B, Chemical Chemical, 2019-07, Vol.290, p.47-52
Main Authors: Jiao, Shan, He, Xu, Xu, Longbin, Ma, Pinyi, Liu, Chunming, Huang, Yibing, Sun, Ying, Wang, Xinghua, Song, Daqian
Format: Article
Language:English
Subjects:
Buffer solutions
Cells (biology)
Cysteine
Density functional theory
Discrimination
Emission spectra
Endogenous
Ethanol
Fluorescence
Fluorescent probe
Glutathione
Living cells
Medical imaging
Red-emitting
Selectivity
Time dependence
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Summary:[Display omitted] •Development of a novel red-emitting fluorescent probe (HSA) for the detection of Cys.•The probe can high sensitivity detect Cys with a low LOD.•Successfully verified the experimental results by the theoretical calculation study.•The probe can be used for exogenous Cys monitoring and endogenous Cys cell imaging experiments. Herein, we synthesized a red-emitting fluorescence turn-on probe (HSA) for specific detection of cysteine (Cys) over other biothiols (glutathione (GSH) and homocysteine (Hcy)). The acrylate group was chosen as the recognition site for specific discrimination of Cys. Absorption and emission spectra display a high selectivity towards Cys over GSH/Hcy, organic small-molecule interfering substances and anions, with a high sensitivity towards Cys (0.12 μM) in 1% ethanol-containing PBS buffer solution (25 mM, pH = 7.4). Density functional theory (DFT) and time-dependent DFT (TDDFT) calculations were conducted to clarify the luminescence mechanism of the probe. Furthermore, the probe was successfully applied to the determination of free Cys in human serum and the fluorescence imaging of endogenous Cys in living cells.
ISSN:0925-4005
1873-3077
DOI:10.1016/j.snb.2019.03.119