title: Refoldable Foldamers: Global Conformational Switching by Deletion or Insertion of a Single Hydrogen Bond.
abstract: Small changes in the structure of a foldamer may lead to gross changes in conformational preference. We show that the simple insertion or deletion of a single hydrogen bond by changes in pH or by photochemical deprotection is sufficient to refold a helical oligomer, interconverting M and P screw-sense preference. As a consequence of the switch, information may be transmitted to a remote catalytic site, selectively directing the formation of either of two enantiomeric products by a reaction involving 1,22-remote intermolecular asymmetric induction.
authors.affiliation: School of Chemistry, University of Bristol, Cantock's Close, Bristol, BS8 1TS, UK.|School of Chemistry, University of Manchester, Oxford Road, Manchester, M13 9PL, UK.
authors.forename: Bryden A F
authors.initials: BA
authors.lastname: Le Bailly
authors.affiliation: School of Chemistry, University of Manchester, Oxford Road, Manchester, M13 9PL, UK.
authors.forename: Liam
authors.initials: L
authors.lastname: Byrne
authors.affiliation: School of Chemistry, University of Bristol, Cantock's Close, Bristol, BS8 1TS, UK. j.clayden@bristol.ac.uk.
authors.forename: Jonathan
authors.identifier: http://orcid.org/0000-0001-5080-9535
authors.initials: J
authors.lastname: Clayden
keywords: biocatalysis; conformation; foldamers; peptides; photoswitches