A template for the solid-phase synthesis of conformationally restricted protein loop mimetics
Abstract
A trifunctional template 1 is synthesized from trans-4-hydroxy-L-proline and L-aspartic acid, immobilized on a solid-support, and used for the solid-phase synthesis of a cyclic conformationally restrained hexapeptide loop mimetic containing the motif Asn-Pro-Asn-Ala (NPNA); this is shown by NMR to populate a stable β-turn conformation in aqueous solution.