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dc.rights.licenseopenen_US
dc.contributor.authorVALLADE, Maelle
dc.contributor.authorREDDY, Post Sai
dc.contributor.authorFISCHER DUROLA, Lucile
hal.structure.identifierChimie et Biologie des Membranes et des Nanoobjets [CBMN]
dc.contributor.authorHUC, Ivan
dc.date.accessioned2020-04-07T13:32:19Z
dc.date.available2020-04-07T13:32:19Z
dc.date.issued2018
dc.identifier.issn1434-193Xen_US
dc.identifier.urihttps://oskar-bordeaux.fr/handle/20.500.12278/4150
dc.description.abstractEnDynamic helices that undergo exchange between P and M conformations can be used as sensors when their interactions with chiral substances results in a helix handedness bias. For instance, chiral induction in short helically folded aromatic oligoamides based on 8-amino-2-quinoline carboxylic acid (Q) has been used to detect interactions with proteins and nucleic acids. However, the stability of these helices in water increases rapidly with oligomer length to the extent that helix dynamics become too slow for sensing applications. We have developed an approach to enhance the helix dynamics of these oligomers through the introduction of more flexible 6-amino-methyl-2-pyridinecarboxylic acid units (P) while preserving helix integrity. A series of P/Q hybrid oligoamides were synthesized and their rate of helix handedness inversion was evaluated by monitoring induced circular dichroism so as to define the requirements to bring kinetics in a practical range for sequences as long as fourteen units. Proof of principle was then brought by confining such sequences at the surface of carbonic anhydrase and showing that protein-mediated helix handedness induction occurs.
dc.language.isoENen_US
dc.title.enEnhancing Aromatic Foldamer Helix Dynamics to Probe Interactions with Protein Surfaces
dc.typeArticle de revueen_US
dc.identifier.doi10.1002/ejoc.201800855
dc.subject.halChimie/Matériauxen_US
bordeaux.journalEuropean Journal of Organic Chemistryen_US
bordeaux.page5489-5498en_US
bordeaux.hal.laboratoriesInstitut de Chimie & de Biologie des Membranes & des Nano-objets (CBMN) - UMR 5248
bordeaux.issue40en_US
bordeaux.institutionBordeaux INPen_US
bordeaux.institutionUniversité de Bordeauxen_US
bordeaux.peerReviewedouien_US
bordeaux.inpressnonen_US
bordeaux.identifier.funderIDHorizon 2020 Framework Programmeen_US
hal.identifierhal-03184342
hal.version1
hal.date.transferred2021-03-29T11:47:31Z
hal.exporttrue
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