FITA-Containing 2,4-Dinitrophenyl Alkylthioether-Based Probe for Detection and Imaging of GSH

Glutathione (GSH) plays a crucial role in various physiological processes and its imbalances are closely related to various pathological conditions. Probes for detection and imaging of GSH are not only useful for understanding GSH chemical biology but are also important for exploring potential theranostic agents. Herein, we report a fast intramolecular thiol-activated arylselenoamides (FITA)-based fluorescent probe using 2,4-dinitrophenyl alkylthioether as a sulfydryl-selective receptor for the first time. The fluorescence of the probe was low due to the double effects of PET, while the probe exhibits an 86-fold fluorescence enhancement at 460 nm after GSH activation and a detection limit of 0.95 μM. Furthermore, the probe is low-toxic and capable of imaging cellular GSH. This work further expands the design and applicability of the FITA-based platform, offering a new thiol-deprotection strategy for development of fluorescent probes.