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Ratiometric Singlet Oxygen Sensor Based on BODIPY-DPA Dyad
Alexey A Pakhomov1,2, Anastasia S Belova2, Arevik G Khchoyan2,3
1M.M. Shemyakin and Yu.A. Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, 117997 Moscow, Russia.
Molecules (Basel, Switzerland)
|December 23, 2022
Summary
We developed a novel BODIPY-DPA dyad, a ratiometric sensor for singlet oxygen. This compound enables precise detection of reactive oxygen species in biological studies and photodynamic therapy development.
Area of Science:
- Photochemistry
- Biomedical Engineering
- Organic Chemistry
Background:
- Reactive oxygen species (ROS)-sensitive compounds are vital for cellular process studies.
- These compounds are crucial in developing therapeutic agents for photodynamic therapy (PDT).
Purpose of the Study:
- To synthesize and characterize a novel dyad comprising BODIPY and 9,10-diphenylanthracene (DPA).
- To evaluate the dyad's potential as a ratiometric sensor for singlet oxygen detection.
Main Methods:
- Chemical synthesis of the BODIPY-DPA dyad.
- Photophysical characterization, including absorption and fluorescence spectroscopy.
- Assessment of the dyad's response to singlet oxygen.
Main Results:
- The BODIPY-DPA dyad exhibits energy transfer between its chromophores.
- Excitation maxima are observed in both DPA and BODIPY regions, with primary fluorescence emission from BODIPY.
- Singlet oxygen presence causes a decrease in DPA's excitation maximum while BODIPY's remains stable.
Conclusions:
- The BODIPY-DPA dyad functions effectively as a ratiometric sensor for singlet oxygen.
- This sensor offers a reliable method for monitoring reactive oxygen species in biological systems.
- The dyad has potential applications in photodynamic therapy research and cellular imaging.

