Synthesis of 'difficult' peptide sequences:: application of a depsipeptide technique to the Jung-Redemann 10- and 26-mers and the amyloid peptide Aβ(1-42)

Recently a 26-mer peptide 1 incorporating Ser and Thr was described as a 'difficult' sequence that could not be synthesized by standard methods. If the first Ser residue was used to incorporate a depsipeptide unit, the resulting hybrid was readily assembled. The 26-mer ester was then converted to the native peptide by an OWN acyl shift. The technique may be general for other systems containing appropriate Ser and Thr units and was demonstrated here for the case of the amyloid peptide Abeta(1-42). (C) 2004 Elsevier Ltd. All rights reserved.