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Insights into the secondary structures of lactam N-substituted stapled peptides

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Abstract

Stapled peptides derived from the Ugi macrocyclization comprise a special class of cyclopeptides with an N-substituted lactam bridge cross-linking two amino acid side chains. Herein we report a comprehensive analysis of the structural factors influencing the secondary structure of these cyclic peptides in solution. Novel insights into the s-cis/s-trans isomerism and the effect of N-functionalization on the conformation are revealed.

Graphical abstract: Insights into the secondary structures of lactam N-substituted stapled peptides

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Article information


Submitted
13 Apr 2020
Accepted
05 May 2020
First published
05 May 2020

Org. Biomol. Chem., 2020, Advance Article
Article type
Communication

Insights into the secondary structures of lactam N-substituted stapled peptides

A. V. Vasco, C. G. Moya, S. Gröger, W. Brandt, J. Balbach, C. S. Pérez, L. A. Wessjohann and D. G. Rivera, Org. Biomol. Chem., 2020, Advance Article , DOI: 10.1039/D0OB00767F

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