Molecular engineering of benzenesulfonyl analogs for visual hydrogen polysulfide fluorescent probes based on Nile red skeleton.

Spectrochim Acta A Mol Biomol Spectrosc

Key Laboratory of Resource Biology and Biotechnology in Western China, Ministry of Education, Biomedicine Key Laboratory of Shaanxi Province, Northwest University, Xi'an 710069, PR China. Electronic address:

Published: August 2023


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Article Abstract

Hydrogen polysulfide (HS, n > 1) has a valuable function in various aspects of biological regulation. Therefore, it is of great significance to realize the visual monitoring of HS 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 HS 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 HS in vivo.

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http://dx.doi.org/10.1016/j.saa.2023.122658DOI Listing

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