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Controlling aromatic helix dimerization in water by tuning charge repulsions

dc.rights.licenseopenen_US
dc.contributor.authorTENG, Binhao
dc.contributor.authorMANDAL, Pradeep
dc.contributor.authorALLMENDINGER, Lars
dc.contributor.authorDOUAT, Celine
hal.structure.identifierChimie et Biologie des Membranes et des Nanoobjets [CBMN]
dc.contributor.authorFERRAND, Yann
dc.contributor.authorHUC, Ivan
dc.date.accessioned2024-04-30T08:48:58Z
dc.date.available2024-04-30T08:48:58Z
dc.date.issued2023
dc.identifier.issn2041-6520en_US
dc.identifier.urihttps://oskar-bordeaux.fr/handle/20.500.12278/199524
dc.description.abstractEnSeveral helically folded aromatic oligoamides were designed and synthesized. The sequences were all water-soluble thanks to the charged side chains borne by the monomers. Replacing a few, sometimes only two, charged side chains by neutral methoxy groups was shown to trigger the formation of various aggregates which could be tentatively assigned to head-to-head stacked dimers of single helices, double helical duplexes and a quadruplex, none of which would form in organic solvent with organic-soluble analogues. The nature of the aggregates was supported by concentration and solvent dependent NMR studies, 1H DOSY experiments, mass spectrometry, and X-ray crystallography or energy-minimized models, as well as analogies with earlier studies. The hydrophobic effect appears to be the main driving force for aggregation but it can be finely modulated by the presence or absence of a small number of charges to an extent that had no precedent in aromatic foldamer architectures. These results will serve as a benchmark for future foldamer design in water.
dc.language.isoENen_US
dc.title.enControlling aromatic helix dimerization in water by tuning charge repulsions
dc.typeArticle de revueen_US
dc.identifier.doi10.1039/D3SC02020Gen_US
dc.subject.halChimie/Chimie organiqueen_US
dc.subject.halChimie/Cristallographieen_US
bordeaux.journalChemical Scienceen_US
bordeaux.page11251-11260en_US
bordeaux.volume14en_US
bordeaux.hal.laboratoriesCBMN : Chimie & de Biologie des Membranes & des Nano-objets - UMR 5248en_US
bordeaux.issue40en_US
bordeaux.institutionUniversité de Bordeauxen_US
bordeaux.institutionBordeaux INPen_US
bordeaux.institutionCNRSen_US
bordeaux.peerReviewedouien_US
bordeaux.inpressnonen_US
bordeaux.import.sourcehal
hal.identifierhal-04260629
hal.version1
hal.popularnonen_US
hal.audienceInternationaleen_US
hal.exportfalse
workflow.import.sourcehal
dc.rights.ccPas de Licence CCen_US
bordeaux.COinSctx_ver=Z39.88-2004&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.jtitle=Chemical%20Science&rft.date=2023&rft.volume=14&rft.issue=40&rft.spage=11251-11260&rft.epage=11251-11260&rft.eissn=2041-6520&rft.issn=2041-6520&rft.au=TENG,%20Binhao&MANDAL,%20Pradeep&ALLMENDINGER,%20Lars&DOUAT,%20Celine&FERRAND,%20Yann&rft.genre=article


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