Energy Transfer in Aminonaphthalimide‐Boron‐Dipyrromethene (BODIPY) Dyads upon One‐ and Two‐Photon Excitation: Applications for Cellular Imaging |
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| Authors: | Dr Daniel Collado Patricia Remón Dr Yolanda Vida Dr Francisco Najera Dr Pratik Sen Dr Uwe Pischel Prof Ezequiel Perez‐Inestrosa |
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| Affiliation: | 1. Department of Organic Chemistry, University of Malaga, 29071 Malaga (Spain);2. Andalusian Center for Nanomedicine and Biotechnology ‐ BIONAND, 29590 Malaga (Spain), Fax: (+34)?952137565;3. CIQSO ‐ Center for Research in Sustainable Chemistry and Department of Chemical Engineering, Physical Chemistry, and Organic Chemistry, University of Huelva, 21071 Huelva (Spain), Fax: (+34)?959219983;4. Department of Chemistry, Indian Institute of Technology Kanpur, Kanpur 208 016, U.P. (India) |
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| Abstract: | Aminonaphthalimide–BODIPY energy transfer cassettes were found to show very fast (kEET≈1010–1011 s?1) and efficient BODIPY fluorescence sensitization. This was observed upon one‐ and two‐photon excitation, which extends the application range of the investigated bichromophoric dyads in terms of accessible excitation wavelengths. In comparison with the direct excitation of the BODIPY chromophore, the two‐photon absorption cross‐section δ of the dyads is significantly incremented by the presence of the aminonaphthalimide donor δ≈10 GM for the BODIPY versus 19–26 GM in the dyad at λexc=840 nm; 1 GM (Goeppert–Mayer unit)=10?50 cm4 s molecule?1 photon?1]. The electronic decoupling of the donor and acceptor, which is a precondition for the energy transfer cassette concept, was demonstrated by time‐dependent density functional theory calculations. The applicability of the new probes in the one‐ and two‐photon excitation mode was demonstrated in a proof‐of‐principle approach in the fluorescence imaging of HeLa cells. To the best of our knowledge, this is the first demonstration of the merging of multiphoton excitation with the energy transfer cassette concept for a BODIPY‐containing dyad. |
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| Keywords: | bioimaging boron energy transfer fluorescence two‐photon absorption |
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