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Selective Dynamic Assembly of Disulfide Macrocyclic Helical Foldamers with Remote Communication of Handedness

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dc.contributor.authorTSIAMANTAS, Christos
dc.contributor.authorDE HATTEN, Xavier
dc.contributor.authorDOUAT, Celine
dc.contributor.authorKAUFFMANN, Brice
dc.contributor.authorMAURIZOT, Victor
dc.contributor.authorIHARA, Hirotaka
dc.contributor.authorTAKAFUJI, Makoto
dc.contributor.authorMETZLER-NOLTE, Nils
dc.contributor.authorHUC, Ivan
dc.date.accessioned2020-09-03T07:56:19Z
dc.date.available2020-09-03T07:56:19Z
dc.date.issued2016
dc.identifier.issn1433-7851
dc.identifier.urihttps://oskar-bordeaux.fr/handle/20.500.12278/10872
dc.description.abstractEnDisulfide bridge formation was investigated in helical aromatic oligoamide foldamers. Depending on the position of thiol-bearing side chains, exclusive intramolecular or intermolecular disulfide bridging may occur. The two processes are capable of self-sorting, presumably by dynamic exchange. Quantitative assessment of helix handedness inversion rates showed that bridging stabilizes the folded structures. Intermolecular disulfide bridging serendipitously yielded a well-defined, C-2-symmetrical, two-helix bundle-like macrocyclic structure in which complete control over relative handedness, that is, helix-helix handedness communication, is mediated remotely by the disulfide bridged side chains in the absence of contacts between helices. MM calculations suggest that this phenomenon is specific to a given side chain length and requires disulfide functions
dc.language.isoen
dc.title.enSelective Dynamic Assembly of Disulfide Macrocyclic Helical Foldamers with Remote Communication of Handedness
dc.typeArticle de revue
dc.identifier.doi10.1002/anie.201601156
dc.subject.halChimie/Matériaux
bordeaux.journalAngewandte Chemie-International Edition
bordeaux.page6848-6852
bordeaux.volume55
bordeaux.hal.laboratoriesInstitut de Chimie & de Biologie des Membranes & des Nano-objets (CBMN) - UMR 5248*
bordeaux.hal.laboratoriesInstitut de Chimie & de Biologie des Membranes & des Nano-objets (CBMN, UMR 5248)
bordeaux.issue24
bordeaux.institutionUniversité de Bordeaux
bordeaux.institutionBordeaux INP
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