ICT-modulated NIR water-soluble fluorescent probe with large Stokes shift for selective detection of cysteine in living cells and zebrafish.

Spectrochim Acta A Mol Biomol Spectrosc

Key Laboratory of Chemo/Biosensing and Detection, College of Chemical and Materials Engineering, Xuchang University, Henan 461000, PR China; Department of Chemistry, Zhengzhou University, Zhengzhou, 450052, PR China. Electronic address:

Published: February 2021


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Article Abstract

The fluorescent probes with good water-solubility, long-wavelength emission and large Stokes shift are greatly desirable for in vivo detection. Herein, we designed a novel 1,8-naphthalimide-based near-infrared (NIR) optical and fluorescent probe (NTC) for sensing cysteine (Cys). Using acrylate as the recognition site, the probe demonstrated high selectivity and sensitivity for Cys with a low detection limit (0.093 μM) in aqueous buffer solution due to the excellent water-solubility. Upon the reaction with Cys, the recovery of intramolecular charge transfer (ICT) in the probe led to about 40-fold fluorescence enhancement. Furthermore, the reaction result was investigated by H NMR, and HRMS analyses, and the sensing mechanism was validated by quantum calculations. Finally, NTC was applied to image exogenous and endogenous Cys in HeLa cells and zebrafish selectively, implying that the probe possessed great potential application in biological fluorescence sensing.

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http://dx.doi.org/10.1016/j.saa.2020.119030DOI Listing

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