“Off–on” switching of intracellular singlet oxygen release under biocompatible conditions
Date
2019-10
Editor(s)
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Source Title
Chemical Communications
Print ISSN
Electronic ISSN
1364-548X
Publisher
Royal Society of Chemistry
Volume
55
Issue
92
Pages
13808 - 13811
Language
English
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Journal Title
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Abstract
Precise spatiotemporal control of singlet oxygen generation is of immense importance considering its involvement in photodynamic therapy. In this work, we present a rational design for an endoperoxide which is highly stable at ambient temperatures yet, can rapidly be converted into a highly labile endoperoxide, thus releasing the “stored” singlet oxygen on demand. The “off–on” chemical switching from the stable to the labile form is accomplished by the reaction with fluoride ions. The potential utility of controlled singlet oxygen release was demonstrated in cell cultures.