title: Highly efficient synthesis of DNA-binding polyamides using a convergent fragment-based approach.
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.
authors.affiliation: Department of Chemistry, University of Leicester , University Road, Leicester, LE1 7RH, U.K.
authors.forename: Andrew J
authors.initials: AJ
authors.lastname: Fallows
authors.forename: Ishwar
authors.initials: I
authors.lastname: Singh
authors.forename: Ruggero
authors.initials: R
authors.lastname: Dondi
authors.forename: Paul M
authors.initials: PM
authors.lastname: Cullis
authors.forename: Glenn A
authors.initials: GA
authors.lastname: Burley
mesh_terms: D004247:DNA / Q000737:chemistry*; D006834:Hydrazines / Q000737:chemistry; D007093:Imidazoles / Q000138:chemical synthesis* / Q000737:chemistry; D007202:Indicators and Reagents; D015394:Molecular Structure; D009757:Nylons / Q000138:chemical synthesis* / Q000737:chemistry; D011758:Pyrroles / Q000138:chemical synthesis* / Q000737:chemistry; D060327:Solid-Phase Synthesis Techniques
chemical_list: D006834:Hydrazines; D007093:Imidazoles; D007202:Indicators and Reagents; D009757:Nylons; D011758:Pyrroles; C029424:hydrazine; D004247:DNA