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Energy Transfer in Aminonaphthalimide‐Boron‐Dipyrromethene (BODIPY) Dyads upon One‐ and Two‐Photon Excitation: Applications for Cellular Imaging
Author(s) -
Collado Daniel,
Remón Patricia,
Vida Yolanda,
Najera Francisco,
Sen Pratik,
Pischel Uwe,
PerezInestrosa Ezequiel
Publication year - 2014
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.201301334
Subject(s) - bodipy , excitation , chromophore , fluorescence , photochemistry , acceptor , chemistry , two photon excitation microscopy , optics , physics , condensed matter physics , quantum mechanics
Aminonaphthalimide–BODIPY energy transfer cassettes were found to show very fast ( k EET ≈10 10 –10 11 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 λ exc =840 nm; 1 GM (Goeppert–Mayer unit)=10 −50 cm 4 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.