An efficient probe for sensing different concentration ranges of glutathione based on AIE-active Schiff base nanoaggregates with distinct reaction mechanism

Abstract A novel tetraphenylethene-diketopyrrolopyrrole Schiff base (TPE-DPP) was synthesized by one-pot protocol. Based on thiol group and acid-base property of glutathione, nanoaggregates of TPE-DPP for sensitive and selective detection of diff ;erent concentration ranges of glutathione by two distinct reaction mechanisms was reported. It showed a turn-on mode of fluorescence signals towards low concentration of GSH by hydrolysis of TPE-DPP, but a ratiometric mode of fluorescence signal was elicited towards high concentration of GSH by addition reaction of thiol with TPE-DPP. What’s more, the probe was successfully utilized for monitoring GSH in living cells.