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

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 pepti...

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Published in:Organic & biomolecular chemistry 2020-05, Vol.18 (20), p.3838-3842
Main Authors: Vasco, Aldrin V, Moya, Celia G, Gröger, Stefan, Brandt, Wolfgang, Balbach, Jochen, Pérez, Carlos S, Wessjohann, Ludger A, Rivera, Daniel G
Format: Article
Language:English
Subjects:
Amides
Amino acids
Computer applications
Conformation
Crosslinking
NMR
Nuclear magnetic resonance
Peptides
Protein structure
Secondary structure
Substitutes
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cited_by cdi_FETCH-LOGICAL-c245t-ed61b8386087b81cfe3d36e9c1d3217027b4d3448d789c4a3a77348120128a203
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container_title Organic & biomolecular chemistry
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creator Vasco, Aldrin V
Moya, Celia G
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description 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.
doi_str_mv 10.1039/d0ob00767f
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source Royal Society of Chemistry
subjects Amides
Amino acids
Computer applications
Conformation
Crosslinking
NMR
Nuclear magnetic resonance
Peptides
Protein structure
Secondary structure
Substitutes
title Insights into the secondary structures of lactam N-substituted stapled peptides
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