Templated Chromophore Assembly by Dynamic Covalent Bonds |
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Authors: | Lou Rocard Dr. Andrey Berezin Dr. Federica De Leo Prof. Dr. Davide Bonifazi |
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Affiliation: | 1. Namur Research College (NARC) and Department of Chemistry University of Namur (UNamur), Rue de Bruxelles 61, Namur 5000 (Belgium);2. Department of Pharmaceutical and Chemical Sciences and INSTM UdR Trieste, University of Trieste, Piazzale Europa 1, Trieste 34127 (Italy) |
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Abstract: | Through the simultaneous use of three orthogonal dynamic covalent reactions, namely disulfide, boronate, and acyl hydrazone formation, we conceived a facile and versatile protocol to spatially organize tailored chromophores, which absorb in the blue, red, and yellow regions, on a preprogrammed α‐helix peptide. This approach allowed the assembly of the dyes in the desired ratio and spacing, as dictated by both the relative positioning and distribution of the recognition units on the peptide scaffold. Steady‐state UV/Vis absorption and emission studies suggest an energy transfer from the yellow and red donors to the blue acceptor. A molecular dynamics simulation supports the experimental findings that the helical structure is maintained after the assembly and the three dyes are confined in defined conformational spaces. |
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Keywords: | dynamic covalent chemistry energy transfer peptides self‐assembly supramolecular chemistry |
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