Molecular engineering of benzenesulfonyl analogs for visual hydrogen polysulfide fluorescent probes based on Nile red skeleton
Résumé
Hydrogen polysulfide (H 2 S n , n>1) has a valuable function in various aspects of biological regulation. Therefore, it is of great significance to realize the visual monitoring of H 2 S n levels in vivo. Herein, a series of fluorescent probes NR-BS were constructed by changing types and positions of substituents on the benzene ring of benzenesulfonyl. Among them, probe NR-BS4 was optimized due to its wide linear range (0~350 μM) and little interference from biothiols. In addition, NR-BS4 has a broad pH tolerance range (pH = 4~10) and high sensitivity (0.140 μM). In addition, the PET mechanism of probe NR-BS4 and H 2 S n was demonstrated by DFT calculations and LC-MS. The intracellular imaging studies indicate that NR-BS4 can be successfully devoted to monitor the levels of exogenous and endogenous H 2 S n in vivo.
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