Highly efficient synthesis of DNA-binding polyamides using a convergent fragment-based approach

Andrew J. Fallows, Ishwar Singh, Ruggero Dondi, Paul M. Cullis, Glenn A. Burley

Research output: Contribution to journalArticle

9 Citations (Scopus)
77 Downloads (Pure)

Abstract

Two advances in the synthesis of hairpin pyrrole-imidazole polyamides (PAs) are described. First, the application of a convergent synthetic strategy is shown, involving the Boc-based solid phase synthesis of a C-terminal fragment and the solution phase synthesis of the N-terminal fragment. Second a new hybrid resin is developed that allows for the preparation of hairpin PAs lacking a C-terminal β-alanine tail. Both methods are compatible with a range of coupling reagents and provide a facile, modular route to prepare PA libraries in high yield and crude purity.
Original languageEnglish
Pages (from-to)4654-4657
Number of pages4
JournalOrganic Letters
Volume16
Issue number17
Early online date27 Aug 2014
DOIs
Publication statusPublished - 5 Sep 2014

Keywords

  • hairpin pyrrole-imidazole polyamides
  • convergent synthetic strategy
  • DNA binding polymides

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