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

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.