A fluorescent switch for sequentially and selectively sensing copper(II) and L-histidine in vitro and in living cells

Herein, we report the development of a new fluorescent switch for sequential and selective sensing of Cu(2+) and L-histidine (L-His) in vitro and in living cells for the first time. In the absence of metal ions, Ac-SAACQ-Gly-Gly-Gly-Lys (FITC) (1) exhibits comparable fluorescence to that of free FITC. In the presence of metal ions, 1 selectively coordinates to Cu(2+) , causing its fluorescence emission to be quenched via photoinduced electron transfer. Interestingly, the as-formed 1–Cu(2+) complex selectively responds to L-His among the 20 natural amino acids by turning its fluorescence on. This property of fluorescence switch of 1 was successfully applied for qualitatively and quantitatively sensing Cu(2+) and L-His in vitro. Using this dual functional probe, we also sequentially imaged Cu(2+) and L-His in living HepG2 cells. Our new probe 1 could be applied for not only environmental monitoring but also biomolecule detection in the near future.