Toward solid-phase peptide fragment ligation by a traceless-Ugi multicomponent reaction approach

DC FieldValueLanguage
dc.contributor.authorJobin, Steve-
dc.contributor.authorMéjean, Alexia-
dc.contributor.authorGalindo, Sindy-Marcela-
dc.contributor.authorLiang, Xinxia-
dc.contributor.authorVézina-Dawod, Simon-
dc.contributor.authorBiron, Éric-
dc.date.accessioned2016-12-09T14:02:31Z-
dc.date.available2017-11-14T05:00:00Z-
dc.date.issued2016-11-14-
dc.identifier.issn1477-0520fr_CA
dc.identifier.urihttp://hdl.handle.net/20.500.11794/12708-
dc.description.abstractA new methodology to couple peptide fragments on solid support using a traceless isocyanide-based multicomponent reaction is described. The approach uses a microwave-assisted on-resin Ugi four-component reaction to attach a carboxyl free peptide to a supported peptide bearing a free N-terminal amine via the formation of an N-protected amide bond at the ligation site. Afterward, the generated backbone amide protecting group can be efficiently removed by microwave-assisted acidolysis with trifluoroacetic acid to afford a fully deprotected peptide. This straightforward Ugi reaction/deprotection approach was applied to condense various fragment lengths and provided a variety of oligopeptides.fr_CA
dc.languageengfr_CA
dc.publisherRoyal Society of Chemistryfr_CA
dc.titleToward solid-phase peptide fragment ligation by a traceless-Ugi multicomponent reaction approachfr_CA
dc.typeCOAR1_1::Texte::Périodique::Revue::Contribution à un journal::Article::Article de recherche-
dcterms.bibliographicCitationOrganic and biomolecular chemistry, Vol. 14 (47), 11230-11237 (2016)fr_CA
dc.audienceBiochimistesfr_CA
dc.audienceProfesseurs (Enseignement supérieur)fr_CA
dc.audienceÉtudiantsfr_CA
dc.audienceDoctorantsfr_CA
dc.identifier.doi10.1039/C6OB02342Hfr_CA
dc.identifier.pubmed27841889fr_CA
dc.subject.rvmPeptidesfr_CA
dc.subject.rvmIsocyanuresfr_CA
dc.subject.rvmOligopeptidesfr_CA
dc.subject.rvmLiaisons chimiquesfr_CA
rioxxterms.versionAccepted Manuscriptfr_CA
rioxxterms.version_of_recordhttps://doi.org/10.1039/C6OB02342Hfr_CA
rioxxterms.projectRGPIN-2015-06364fr_CA
rioxxterms.project.funder_nameNatural Sciences and Engineering Research Council of Canadafr_CA
bul.rights.periodeEmbargo12 moisfr_CA
Collection:Articles publiés dans des revues avec comité de lecture

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