Issue 24, 2016

Weak backbone CHO[double bond, length as m-dash]C and side chain tButBu London interactions help promote helix folding of achiral NtBu peptoids

Abstract

The synthesis of all-cis amide (NtBu)-glycine oligomers up to 15 residues long by a blockwise coupling approach is reported. The structure and dynamical behavior of these peptoids have been studied by X-ray crystallography, NMR and molecular modeling. Analyses reveal that the folding of these oligomers is driven by weak CH⋯O[double bond, length as m-dash]C hydrogen bonding along the peptoid backbone and London interaction between tBu⋯tBu side-chains.

Graphical abstract: Weak backbone CH⋯O [[double bond, length as m-dash]] C and side chain tBu⋯tBu London interactions help promote helix folding of achiral NtBu peptoids

  • This article is part of the themed collection: Foldamers

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Article information

Article type
Communication
Submitted
04 ربيع الثاني 1437
Accepted
08 جمادى الأولى 1437
First published
08 جمادى الأولى 1437

Chem. Commun., 2016,52, 4573-4576

Weak backbone CHO[double bond, length as m-dash]C and side chain tButBu London interactions help promote helix folding of achiral NtBu peptoids

G. Angelici, N. Bhattacharjee, O. Roy, S. Faure, C. Didierjean, L. Jouffret, F. Jolibois, L. Perrin and C. Taillefumier, Chem. Commun., 2016, 52, 4573 DOI: 10.1039/C6CC00375C

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