A fluorescence turn-on probe for hydrogen sulfide and biothiols based on PET & TICT and its imaging in HeLa cells.

In this paper, a photoinduced electron transfer (PET)& twisted intramolecular charge transfer (TICT)-based fluorescent probe (1) for detecting biothiols (GSH/Cys/Hcy) and hydrogen sulfide with fluorescence turn on was developed. The probe could recognize hydrogen sulfide over primary ions and selectively detect GSH/Cys/Hcy over other amino acids with fluorescence turn-on (an ESIPT process). H2S can be distinguished from GSH/Cys/Hcy with wavelength shift by UV-Vis spectra. In addition, detection limits for H2S/GSH/Cys/Hcy of probe 1 were 1.42 mu M (0-100 mu M), 0.13 mu M (0-40 mu M), 0.27 (0-30 mu M), 0.22 mu M (0-40 mu M), respectively. The proposed thiolysis of the 2,4-dinitrochlorophenyl ether reaction in identification process was verified by the characteristic peak in H-1 NMR and HRMS spectra. Finally, the biological imaging experiments and low cytotoxicity investigations in HeLa cells demonstrated that probe 1 could provide a promising method for the determination of H2S and biothiols in aqueous solution and living cells. (C) 2020 Published by Elsevier B.V.