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Insight into β-Hairpin Stability: Interstrand Hydrogen Bonding

Journal article
Authors Emma Danelius
Ulrika Brath
Mate Erdelyi
Published in Synlett : Accounts and Rapid Communications in Synthetic Organic Chemistry
Volume 24
Issue 18
Pages 2407-2410
ISSN 0936-5214
Publication year 2013
Published at Department of Chemistry and Molecular Biology
Pages 2407-2410
Language en
Links dx.doi.org/10.1055/s-0033-1339670
Keywords peptides - spectroscopy - macrocycles - β-hairpin - conformation
Subject categories Chemical Sciences

Abstract

For evaluation of the role of interstrand hydrogen bonding for β-hairpin stability, two cyclic peptides differing only in side chain hydroxy-to-methyl substitution were designed and synthesized on solid phase following the Fmoc-t-Bu-Trt protection strategy. Subsequent to cyclization in solution, combined computational and experimental ensemble analysis revealed higher conformational stability of the peptide capable of interstrand hydrogen bonding.

Page Manager: Webmaster|Last update: 9/11/2012
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