Solid-Phase Synthesis and CD Spectroscopic Investigations of Novel β-Peptides from l-Aspartic Acid and β-Amino-l-alanine

A solid-phase synthesis method for the preparation of novel β³- and β²-peptides derived from l-aspartic acid and β-amino-l-alanine, respectively, is described. The methodology allows independent buildup of the β-peptide backbone and the introduction of sequential side chain substitutions. Representative peptides from the two classes, an amino-substituted β³-hexapeptide and an acyl-substituted β²-hexapeptide, have been prepared, and their solution conformation is studied by circular dichroism (CD) spectroscopy.