title: Controlling the sign and magnitude of screw-sense preference from the C-terminus of an achiral helical foldamer.
abstract: The global screw-sense preference of an achiral helical oligomer may be controlled by a single chiral monomer located at one terminus. Remarkably, maximal control is induced in oligomers of the achiral quaternary amino acid Aib by a single C-terminal alaninamide residue, probably because the Ala side chain, though small, is compatible with a 310 helical conformation. The presence or absence of a C-terminal hydrogen bond donor determines the screw sense of the entire oligomer.
authors.affiliation: School of Chemistry, University of Manchester, Oxford Road, Manchester M13 9PL, UK. clayden@man.ac.uk.
authors.forename: Bryden A F
authors.initials: BA
authors.lastname: Le Bailly
authors.forename: Jonathan
authors.initials: J
authors.lastname: Clayden
mesh_terms: D000409:Alanine / Q000031:analogs & derivatives / Q000737:chemistry*; D000596:Amino Acids / Q000737:chemistry*; D018360:Crystallography, X-Ray; D006860:Hydrogen Bonding; D008958:Models, Molecular; D008968:Molecular Conformation
chemical_list: D000596:Amino Acids; D000409:Alanine