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Chlorination-induced p decrease: an improved strategy to design ratiometric hypochlorite fluorescent probes with ideally high selectivity

Based on the selective ClO − -triggered chlorination reaction and the subsequent p K a decrease of phenols, a new strategy was developed for rationally designing ratiometric ClO − fluorescent probes with high selectivity. By investigating the fluorescence responses of 6-cyano-2-naphthol toward ClO −...

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Bibliographic Details
Published in:Analyst (London) 2022-11, Vol.147 (23), p.53-535
Main Authors: Han, Shaohui, Ding, Binghui, Xiong, Haiqing, Zuo, Bojun, Ye, Yong, Li, Haipu, Song, Xiangzhi
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Summary:Based on the selective ClO − -triggered chlorination reaction and the subsequent p K a decrease of phenols, a new strategy was developed for rationally designing ratiometric ClO − fluorescent probes with high selectivity. By investigating the fluorescence responses of 6-cyano-2-naphthol toward ClO − and the p K a -dependent response mechanism, we developed a rapid, sensitive and selective two-photon ratiometric fluorescent probe, Naph-DFOB , to detect ClO − . This probe displayed a ratiometric fluorescence change (from 509 nm to 628 nm) toward ClO − and was successfully applied to image intracellular ClO − in living cells with two-photon excitation. Using Naph-DFOB as a useful tool, the investigation of lipopolysaccharide (LPS)-induced acute lung injury in a mouse model was effectively performed. Based on the ClO − -triggered chlorination reaction and the subsequent p K a decrease, a two-photon ratiometric ClO − fluorescent probe was designed.
ISSN:0003-2654
1364-5528
DOI:10.1039/d2an01476a