Templated Chromophore Assembly by Dynamic Covalent Bonds

Lou Rocard, Andrey Berezin, Federica De Leo, Davide Bonifazi

Research output: Contribution to journalArticlepeer-review

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.

Original languageEnglish
Pages (from-to)15739-15743
Number of pages5
JournalAngewandte Chemie International Edition
Volume54
Issue number52
DOIs
Publication statusPublished - 21 Dec 2015

Keywords

  • dynamic covalent chemistry
  • energy transfer
  • peptides
  • self-assembly
  • supramolecular chemistry

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