Issue 23, 2022

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

Abstract

Based on the selective ClO-triggered chlorination reaction and the subsequent pKa 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 pKa-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.

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

Supplementary files

Article information

Article type
Paper
Submitted
06 sep 2022
Accepted
07 okt 2022
First published
18 okt 2022

Analyst, 2022,147, 5300-5305

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

S. Han, B. Ding, H. Xiong, B. Zuo, Y. Ye, H. Li and X. Song, Analyst, 2022, 147, 5300 DOI: 10.1039/D2AN01476A

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