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A novel fluorescent probe with red emission and a large Stokes shift for selective imaging of endogenous cysteine in living cells

Abstract

Cysteine (Cys) plays crucial roles in physiological and pathological processes, which is related to many diseases. To selectively monitor Cys over its analogues homocysteine (Hcy) and glutathione (GSH) is of great significance. A probe named ANT with acrylate group as recognizing moiety and a red-emission dye with a large Stokes shift (160 nm) as fluorophore was designed and synthesized. Acrylate group can quench the fluorescence of ANT by photoinduced electron transfer (PET) process. However, in the presence of Cys, the emission was switched on by the cleavage of quencher through concerted reaction including Michael addition and intramolecular cyclization. Furthermore, solution experiments showed that ANT exhibited high sensitivity and selectivity towards Cys with maximum emission at 640 nm. Besides, ANT was successfully applied to specifically map endogenous Cys in living MCF-7 cells with low toxicity, despite the interference of Hcy and GSH. We hope such prepared novel probe will bring a new spring in specifically differentiating Cys, Hcy and GSH.

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Publication details

The article was received on 27 Aug 2018, accepted on 27 Sep 2018 and first published on 29 Sep 2018


Article type: Paper
DOI: 10.1039/C8AN01657G
Citation: Analyst, 2018, Accepted Manuscript
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    A novel fluorescent probe with red emission and a large Stokes shift for selective imaging of endogenous cysteine in living cells

    D. Chen, Z. Long, Y. Dang and L. Chen, Analyst, 2018, Accepted Manuscript , DOI: 10.1039/C8AN01657G

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