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Remote Control of the Planar Chirality in Peptide‐Bound Metallomacrocycles and Dynamic‐to‐Static Planar Chirality Control Triggered by Solvent‐Induced 310‐to‐α‐Helix Transitions
Authors:Fumihiko Mamiya  Dr. Naoki Ousaka  Prof. Dr. Eiji Yashima
Affiliation:Department of Molecular Design and Engineering, Graduate School of Engineering, Nagoya University, Chikusa‐ku, Nagoya 464‐8603 (Japan) http://helix.mol.nagoya‐u.ac.jp/
Abstract:The dynamic planar chirality in a peptide‐bound NiII‐salphen‐based macrocycle can be remotely controlled. First, a right‐handed (P)‐310‐helix is induced in the dynamic helical oligopeptides by a chiral amino acid residue far from the macrocyclic framework. The induced planar chirality remains dynamic in chloroform and acetonitrile, but is almost completely locked in fluoroalcohols as a result of the solvent‐induced transition of the peptide chains from a 310‐helix to a wider α‐helix, which freezes the rotation of the pendant peptide units around the macrocycle.
Keywords:chirality  macrocycles  peptides  self‐assembly  supramolecular chemistry
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