Jump to main content
Jump to site search

Issue 7, 2002
Previous Article Next Article

Insight into β-hairpin stability: a structural and thermodynamic study of diastereomeric β-hairpin mimetics

Author affiliations

Abstract

Two diastereomers of a model β-hairpin peptide mimetic were synthesized and studied with a combination of experimental (NMR, X-ray, CD, MS, IR) and computational methods (Monte Carlo/molecular mechanics calculations). The secondary structure-stabilizing effects of hydrophobic interactions and hydrogen bonding were investigated. Comparison of the extent of folded hairpin population in non-competitive, polar aprotic, and polar protic solvents illustrates the critical role of intramolecular hydrogen bonding on hairpin stability. Investigation of 1H NMR melting curves of the diastereomeric compounds in a variety of solvents allowed an evaluation of the role of hydrophobic effects on secondary structure stabilization to be made.

Graphical abstract: Insight into β-hairpin stability: a structural and thermodynamic study of diastereomeric β-hairpin mimetics

Back to tab navigation

Supplementary files

Article information


Submitted
10 Dec 2001
Accepted
23 Apr 2002
First published
06 Jun 2002

New J. Chem., 2002,26, 834-843
Article type
Paper

Insight into β-hairpin stability: a structural and thermodynamic study of diastereomeric β-hairpin mimetics

M. Erdélyi, V. Langer, A. Karlén and A. Gogoll, New J. Chem., 2002, 26, 834 DOI: 10.1039/B111241D

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.


Social activity

Search articles by author

Spotlight

Advertisements