Post-synthesis modification of aspartyl or glutamyl residue side-chains onsolid support

A methodology to modify aspartyl or glutamyl residue side-chains after thei r incorporation on solid phase synthesis in a peptide sequence was develope d. This strategy using the concept of Weinreb amide on the side chain of as partyl or glutamyl residues allowed reduction of the amide side-chain into aldehyde, the reaction of different groups with this aldehyde function on s olid support. The usefulness of this method was proved by the synthesis of H-Phe-[2-(4-ethoxycarbonyl-3-butene)-glycyl]-leucine amide. (C) 1999 Elsevi er Science Ltd. All rights reserved.