Tuning the <i>cis</i>/<i>trans</i> Conformer Ratio of Xaa–Pro Amide Bonds by Intramolecular Hydrogen Bonds: The Effect on PPII Helix Stability

Abstract

The attraction of H-bonding: Proline derivatives with a C4-endo ring pucker and a preference for the trans amide conformer are introduced as building blocks to tune the cis/trans amide conformer ratio in Xaa-Pro bonds within peptides. Noncovalent interactions, such as hydrogen bonding between the substituent at C4 of the proline ring and the amide backbone are key for favoring or disfavoring the trans conformer (see picture). Detailed facts of importance to specialist readers are published as ”Supporting Information”. Such documents are peer-reviewed, but not copy-edited or typeset. They are made available as submitted by the authors. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.