Effects of sulfoxide and sulfone sidechain–backbone hydrogen bonding on local conformations in peptide models
Résumé
We examine peptide model systems designed to probe short-range N–H...O$=$S sidechain–backbone hydrogen bonding involving
amino acid residues with sidechain sulfoxide or sulfone functional groups and its effects on local conformations. A strong 7-membered ring hydrogen bond of this type accompanies an intra-residue N–H...O$=$C interaction and stabilizes an extended backbone conformation in preference to classical folded structures.
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