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Peptide N‐Amination Supports β‐Sheet Conformations
Author(s) -
Sarnowski Matthew P.,
Kang Chang Won,
Elbatrawi Yassin M.,
Wojtas Lukasz,
Del Valle Juan R.
Publication year - 2017
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201609395
Subject(s) - steric effects , chemistry , hydrogen bond , beta sheet , amination , peptide , foldamer , stereochemistry , molecule , organic chemistry , biochemistry , catalysis
The conformational heterogeneity of backbone N‐substituted peptides limits their ability to adopt stable secondary structures. Herein, we describe a practical synthesis of backbone aminated peptides that readily adopt β‐sheet folds. Data derived from model N‐amino peptides suggest that extended conformations are stabilized through cooperative steric, electrostatic, and hydrogen‐bonding interactions.