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Expanding the Toolbox of Chemoselective Modifications of Protein-Like Polymers at Methionine Residues

dc.rights.licenseopen
hal.structure.identifierLaboratoire de Chimie des Polymères Organiques [LCPO]
hal.structure.identifierTeam 3 LCPO : Polymer Self-Assembly & Life Sciences
dc.contributor.authorROSSELIN, Marie
hal.structure.identifierLaboratoire de Chimie des Polymères Organiques [LCPO]
hal.structure.identifierTeam 3 LCPO : Polymer Self-Assembly & Life Sciences
dc.contributor.authorXIAO, Ye
hal.structure.identifierLaboratoire de Chimie des Polymères Organiques [LCPO]
hal.structure.identifierTeam 3 LCPO : Polymer Self-Assembly & Life Sciences
dc.contributor.authorBELHOMME, Ludovic
hal.structure.identifierLaboratoire de Chimie des Polymères Organiques [LCPO]
hal.structure.identifierTeam 3 LCPO : Polymer Self-Assembly & Life Sciences
dc.contributor.authorLECOMMANDOUX, Sebastien
hal.structure.identifierLaboratoire de Chimie des Polymères Organiques [LCPO]
hal.structure.identifierTeam 3 LCPO : Polymer Self-Assembly & Life Sciences
dc.contributor.authorGARANGER, Elisabeth
IDREF: 089451740
dc.date.accessioned2020
dc.date.available2020
dc.date.issued2019
dc.identifier.issn2161-1653
dc.identifier.urihttps://oskar-bordeaux.fr/handle/20.500.12278/19691
dc.description.abstractEnSelective modifications at methionyl residues in proteins have attracted particular attention in recent years. Previously described methods to chemoselectively modify the methionine side chain in elastin-like polypeptides (ELPs) involved nucleophilic addition using alkyl halides or epoxides yielding a sulfonium group with a positive charge strongly affecting ELPs’ physicochemical properties, in particular their thermal responsiveness. We herein explored the recently reported ReACT method (Redox-Activated Chemical Tagging) based on the use of oxaziridine derivatives, yielding an uncharged sulfimide as an alternative route for chemoselective modifications of methionine-containing ELPs in aqueous medium. The different synthetic strategies are herein compared in order to provide a furnished toolbox for further biorthogonal postmodifications of any protein polymers.
dc.description.sponsorshipDéveloppement de squelettes polypeptidiques recombinants pour la synthèse de glycoconjugués multivalents parfaitement définis - ANR-15-CE07-0002
dc.language.isoen
dc.publisherWashington, D.C : American Chemical Society
dc.subject.enoxaziridine derivatives
dc.subject.enElastin-like polypeptides
dc.subject.enRedox-Activated Chemical Tagging
dc.subject.enmethionine-containing ELPs
dc.title.enExpanding the Toolbox of Chemoselective Modifications of Protein-Like Polymers at Methionine Residues
dc.typeArticle de revue
dc.identifier.doi10.1021/acsmacrolett.9b00862
dc.subject.halChimie/Polymères
dc.subject.halChimie/Matériaux
dc.subject.halSciences du Vivant [q-bio]/Biotechnologies
bordeaux.journalACS Macro Letters
bordeaux.page1648-1653
bordeaux.volume8
bordeaux.hal.laboratoriesLaboratoire de Chimie des Polymères Organiques (LCPO) - UMR 5629*
bordeaux.issue12
bordeaux.institutionBordeaux INP
bordeaux.institutionUniversité de Bordeaux
bordeaux.peerReviewedoui
hal.identifierhal-02397850
hal.version1
hal.origin.linkhttps://hal.archives-ouvertes.fr//hal-02397850v1
bordeaux.COinSctx_ver=Z39.88-2004&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.jtitle=ACS%20Macro%20Letters&rft.date=2019&rft.volume=8&rft.issue=12&rft.spage=1648-1653&rft.epage=1648-1653&rft.eissn=2161-1653&rft.issn=2161-1653&rft.au=ROSSELIN,%20Marie&XIAO,%20Ye&BELHOMME,%20Ludovic&LECOMMANDOUX,%20Sebastien&GARANGER,%20Elisabeth&rft.genre=article


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