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An optimal hydrogen-bond surrogate for ?-helices.

ABSTRACT: Substitution of a main chain i ? i + 4 hydrogen bond with a covalent bond can nucleate and stabilize the ?-helical conformation in peptides. Herein we describe the potential of different alkene isosteres to mimic intramolecular hydrogen bonds and stabilize ?-helices in diverse peptide sequences.

SUBMITTER: Joy ST 

PROVIDER: S-EPMC4836946 | biostudies-literature | 2016 Apr

REPOSITORIES: biostudies-literature

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An optimal hydrogen-bond surrogate for α-helices.

Joy Stephen T ST   Arora Paramjit S PS  

Chemical communications (Cambridge, England) 20160401 33

Substitution of a main chain i → i + 4 hydrogen bond with a covalent bond can nucleate and stabilize the α-helical conformation in peptides. Herein we describe the potential of different alkene isosteres to mimic intramolecular hydrogen bonds and stabilize α-helices in diverse peptide sequences. ...[more]

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