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Peptide [4]Catenane by Folding and Assembly
Author(s) -
Sawada Tomohisa,
Yamagami Motoya,
Ohara Kazuaki,
Yamaguchi Kentaro,
Fujita Makoto
Publication year - 2016
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201600480
Subject(s) - catenane , folding (dsp implementation) , peptide , crystallography , chemistry , sequence (biology) , protein folding , metal , stereochemistry , molecule , biochemistry , organic chemistry , electrical engineering , engineering
A topologically complex peptide [4]catenane with the crossing number of 12 was synthesized by a folding and assembly strategy wherein the folding and metal‐directed self‐assembly of a short peptide fragment occur simultaneously. The latent Ω‐looped conformation of the Pro‐Gly‐Pro sequence was found only when pyridines at the C‐ and N‐termini coordinatively bind metal ions (Ag I or Au I ). Crystallographic studies revealed that the Ω‐looped motifs formed four M 3 L 3 macrocycles that were intermolecularly entwined to generate an unprecedented peptide [4]catenane topology.