Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 56, Issue 39, Pages 11793-11796Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201705803
Keywords
chemiluminescence; dioxetanes; live-cell imaging; molecular probes; singlet oxygen
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Funding
- Israel Science Foundation (ISF)
- Binational Science Foundation (BSF)
- German Israeli Foundation (GIF)
- Israeli National Nanotechnology Initiative (INNI), Focal Technology Area (FTA) program: Nanomedicine for Personalized Theranostics
- Leona M. and Harry B. Helmsley Nanotechnology Research Fund
- European Research Council [617445]
- European Research Council (ERC) [617445] Funding Source: European Research Council (ERC)
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Singlet oxygen is among the reactive oxygen species (ROS) with the shortest life-times in aqueous media because of its extremely high reactivity. Therefore, designing sensors for detection of O-1(2) is perhaps one of the most challenging tasks in the field of molecular probes. Herein, we report a highly selective and sensitive chemiluminescence probe (SOCL-CPP) for the detection of O-1(2) in living cells. The probe reacts with O-1(2) to form a dioxetane that spontaneously decomposes under physiological conditions through a chemiexcitation pathway to emit green light with extraordinary intensity. SOCL-CPP demonstrated promising ability to detect and image intracellular O-1(2) produced by a photosensitizer in HeLa cells during photodynamic therapy (PDT) mode of action. Our findings make SOCL-CPP the most effective known chemiluminescence probe for the detection of O-1(2). We anticipate that our chemiluminescence probe for O-1(2) imaging would be useful in PDT-related applications and for monitoring O-1(2) endogenously generated by cells in response to different stimuli.
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