Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 54, Issue 48, Pages 14442-14446Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201507918
Keywords
chirality; macrocycles; peptides; self-assembly; supramolecular chemistry
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Funding
- Japan Society for the Promotion of Science (JSPS) [25220804, 26810047]
- Nanotechnology Platform Program (Molecule and Material Synthesis) of the Ministry of Education, Culture, Sports, Science and Technology, Japan
- Grants-in-Aid for Scientific Research [26810047] Funding Source: KAKEN
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The dynamic planar chirality in a peptide-bound Ni-II-salphen-based macrocycle can be remotely controlled. First, a right-handed (P)-3(10)-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 3(10)-helix to a wider a-helix, which freezes the rotation of the pendant peptide units around the macrocycle.
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