期刊
ACS SENSORS
卷 2, 期 4, 页码 501-505出版社
AMER CHEMICAL SOC
DOI: 10.1021/acssensors.7b00139
关键词
dihydroacridine; aromatization; fluorescent probe; peroxynitrite; rapid-response; high selectivity
资金
- Natural Science Foundation of China [21372032, 91227109]
- US National Science Foundation [CBET-1066947]
- Div Of Chem, Bioeng, Env, & Transp Sys
- Directorate For Engineering [1512164] Funding Source: National Science Foundation
As part of an effort to develop generally applicable strategies for creating probes suitable for detecting important molecular and ionic species, the oxidative aromatization of nonfluorescent 9,10-dihydroacridine derivatives triggered by peroxynitrite (ONOO-) led to the identification of compound 2H, 9-phenyl-9,10-dihydroacridine-4-carboxylic acid, as a rapid responding fluorescent probe capable of detecting ONOO- with an extraordinary selectivity. Adding a little more than 1 equiv of ONOO- to a solution of 2H resulted in over 100-fold fluorescence enhancement. In sharp contrast, treating 2H with excessive amounts of other oxidants that often interfere with the detection of ONOO- failed to lead to noticeable fluorescence increase. The reaction of ONOO- with 2H shows a similar efficiency in the pH range of 2-8. Low cytotoxicity was observed for 2H and its aromatized product. Bioimaging experiments revealed the promising potential of 2H as a new fluorescent probe for the selective detection of intracellular ONOO-.
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