Asymmetric Dibenzothiophene Sulfones as Fluorescent Nuclear Stains

Asymmetric dibenzothiophene S,S-dioxides (DBTOOs) were synthesized and their photophysical properties examined. Through examination, the molecules fluoresced at wavelengths between 371 and 492 nm with quantum yields of fluorescence nearing 0.59. Three of the sulfonic acid sodium salt analogues were...

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Bibliographic Details
Published in:Journal of organic chemistry 2018-11, Vol.83 (22), p.14063-14068
Main Authors: Skubic, Kristin N, Arnatt, Christopher K, McCulla, Ryan D
Format: Article
Language:English
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Summary:Asymmetric dibenzothiophene S,S-dioxides (DBTOOs) were synthesized and their photophysical properties examined. Through examination, the molecules fluoresced at wavelengths between 371 and 492 nm with quantum yields of fluorescence nearing 0.59. Three of the sulfonic acid sodium salt analogues were chosen to be introduced to HeLa cells, resulting in illumination of the nucleus by fluorescent microscopy. These compounds function as nuclear stains while also affording the ability to predict the localization of the corresponding sulfoxide precursor to ground-state atomic oxygen.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.8b01931