Metal-Coordination-Assisted Folding and Guest Binding in Helical Aromatic Oligoamide Molecular Capsules
| Autor: | Barbara Wicher, Guillaume Lautrette, Virginie Blot, Jacques Lebreton, Muriel Pipelier, Ivan Huc, Didier Dubreuil, Maxime Horeau, Yann Ferrand |
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| Přispěvatelé: | Chimie Et Interdisciplinarité : Synthèse, Analyse, Modélisation (CEISAM), Université de Nantes - UFR des Sciences et des Techniques (UN UFR ST), Université de Nantes (UN)-Université de Nantes (UN)-Centre National de la Recherche Scientifique (CNRS)-Institut de Chimie du CNRS (INC), Chimie et Biologie des Membranes et des Nanoobjets (CBMN), École Nationale d'Ingénieurs des Travaux Agricoles - Bordeaux (ENITAB)-Institut de Chimie du CNRS (INC)-Université de Bordeaux (UB)-Centre National de la Recherche Scientifique (CNRS), Université de Bordeaux (UB)-École Nationale d'Ingénieurs des Travaux Agricoles - Bordeaux (ENITAB)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS) |
| Rok vydání: | 2017 |
| Předmět: |
Coordination sphere
Metal ions in aqueous solution Sequence (biology) 010402 general chemistry 01 natural sciences Catalysis Metal chemistry.chemical_compound Metallkoordination Polymer chemistry [CHIM]Chemical Sciences Foldamere Molekulare Erkennung Helikale Konformationen 010405 organic chemistry Foldamer General Medicine General Chemistry Wirt-Gast-Chemie 0104 chemical sciences Folding (chemistry) Monomer chemistry visual_art Helix visual_art.visual_art_medium |
| Zdroj: | Angewandte Chemie Angewandte Chemie, Wiley-VCH Verlag, 2017, 129 (24), pp.6927-6931. ⟨10.1002/ange.201701693⟩ |
| ISSN: | 1521-3773 0044-8249 1521-3757 |
| DOI: | 10.1002/ange.201701693⟩ |
| Popis: | International audience; The development of foldamer-based receptors is driven by the design of monomers with specific properties. Herein, we introduce a pyridazine-pyridine-pyridazine diacid monomer and its incorporation into helical aromatic oligoamide foldamer containers. This monomer codes for a wide helix diameter and can sequester metal ions on the inner wall of the helix cavity. Crystallographic studies and NMR titrations show that part of the metal coordination sphere remains available and may then promote the binding of a guest within the cavity. In addition to metal coordination, binding of the guest is assisted by cooperative interactions with the helix host, thereby resulting in significant enhancements depending on the foldamer sequence, and in slow guest capture and release on the NMR time scale. In the absence of metal ions, the pyridazine-pyridine-pyridazine monomer promotes an extended conformation of the foldamer that results in aggregation, including the formation of an intertwined duplex |
| Databáze: | OpenAIRE |
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