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Amino Acids

, Volume 46, Issue 12, pp 2753–2757 | Cite as

β,γ-Diamino acid: an original building block for hybrid α/γ-peptide synthesis with extra hydrogen bond donating group

  • Andrii Stanovych
  • Régis Guillot
  • Cyrille Kouklovsky
  • Emeric Miclet
  • Valérie Alezra
Original Article

Abstract

Using a β,γ-diamino acid, several small hybrid α/γ peptides have been synthesized and their conformations investigated through extensive NMR studies and molecular dynamics. A tripeptide and a tetrapeptide have thus shown several hydrogen bonds in solution, including a 13-membered ring involving the β-nitrogen.

Keywords

Peptide γ-amino acid Foldamer NMR Molecular dynamics Structure 

Notes

Acknowledgments

This research was supported by the M.E.S.R. (doctoral Grant to A.S.) and by ANR Grants (no ANR-08-JCJC0099 and ANR-12-JS08-0005-01).

Conflict of interest

The authors declare that they have no conflict of interest.

Supplementary material

726_2014_1831_MOESM1_ESM.docx (2.6 mb)
Supplementary material 1 (DOCX 2694 kb)

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Copyright information

© Springer-Verlag Wien 2014

Authors and Affiliations

  1. 1.Laboratoire de Méthodologie, Synthèse et Molécules ThérapeutiquesICMMO UMR 8182, Univ Paris-Sud, CNRSOrsayFrance
  2. 2.Laboratoire des BioMoléculesUMR 7203 CNRS-UPMC-ENS, UPMC Univ Paris 06ParisFrance

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