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Importance of Ring Puckering versus Interstrand Hydrogen Bonds for the Conformational Stability of Collagen†

Authors

  • Roman S. Erdmann,

    1. Department of Chemistry, University of Basel, St. Johanns-Ring 19, 4056 Basel (Switzerland), Fax: (+41) 61-267-0976
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  • Prof. Dr. Helma Wennemers

    Corresponding author
    1. Department of Chemistry, University of Basel, St. Johanns-Ring 19, 4056 Basel (Switzerland), Fax: (+41) 61-267-0976
    • Department of Chemistry, University of Basel, St. Johanns-Ring 19, 4056 Basel (Switzerland), Fax: (+41) 61-267-0976
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  • †

    This work was supported by the NCCR NANO and Bachem. H.W. is grateful to Bachem for an endowed professorship.

Abstract

original image

Mismatch is fine: Proline derivatives with a ring pucker mismatching that of natural collagen but with favorable torsional angles along the peptide chain are readily tolerated within the collagen triple helix (see picture). In contrast, a competition between intramolecular and interstrand H bonds destabilizes the collagen triple helix.

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Article Information

DOI

10.1002/anie.201008118

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Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim

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Keywords

  • cis/trans amide bonds;
  • collagen;
  • PPII helix;
  • proline;
  • protein engineering

Publication History

  • Issue online:
  • Version of record online:
  • Manuscript Revised:
  • Manuscript Received:

Funded by

  • NCCR NANO
  • Bachem

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