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Photo-induced spin switching in a modified anthraquinone modulated by DNA binding

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Abstract

An anthraquinone modified with a nitroxide radical and able to intercalate into DNA has been synthesized to obtain a molecule the spin state of which can be manipulated by visible light and DNA binding. The doublet ground state of the molecule can be photo-switched to either a strongly coupled spin state (quartet + doublet), when isolated, or to an uncoupled spin state (triplet and doublet), when bound to DNA. The different spin state that is obtained upon photoexcitation depends on the intercalation of the quinonic core into double-stranded DNA which changes the conformation of the molecule, thereby altering the exchange interaction between the excited state localized on the quinonic core and the nitroxide radical. The spin state of the system has been investigated using both continuous-wave and time-resolved EPR spectroscopy.

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Authors and Affiliations

  1. Department of Chemical Sciences, University ofPadova, via Marzolo 1, 35131, Padova, Italy

    Marco Bortolus, Antonio Toffoletti & Donatella Carbonera

  2. Department of Pharmaceutical Sciences, University of Padova, via Marzolo 5, 35131, Padova, Italy

    Giovanni Ribaudo & Giuseppe Zagotto

Authors
  1. Marco Bortolus
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  2. Giovanni Ribaudo
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  3. Antonio Toffoletti
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  4. Donatella Carbonera
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  5. Giuseppe Zagotto
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Correspondence to Marco Bortolus.

Additional information

Electronic supplementary information (ESI) available: Syntheses, calculation details, additional EPR data, and full experimental procedures. See DOI: 10.1039/c8pp00586a

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Bortolus, M., Ribaudo, G., Toffoletti, A. et al. Photo-induced spin switching in a modified anthraquinone modulated by DNA binding. Photochem Photobiol Sci 18, 2199–2207 (2019). https://doi.org/10.1039/c8pp00586a

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