P450-catalyzed regio- and stereoselective oxidative hydroxylation of disubstituted cyclohexanes: creation of three centers of chirality in a single CH-activation event

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dc.centroUniversidad San Pablo-CEU
dc.contributor.authorIlie, Adriana
dc.contributor.authorRoiban, Gheorghe-Doru
dc.contributor.authorReetz, Manfred T.
dc.contributor.authorAgudo Torres, Rubén
dc.contributor.otherUniversidad San Pablo-CEU. Departamento de Ciencias Farmacéuticas y de la Salud
dc.contributor.otherGrupo: Parasitología e Inmunología molecular con aplicación biotecnológica, diagnóstica y terapéutica (PARINM)
dc.date.accessioned2024-05-10T14:56:40Z
dc.date.available2024-05-10T14:56:40Z
dc.date.issued2014-12-02
dc.description.abstractWild-type P450-BM3 is able to catalyze in a highly regio- and diastereoselective manner the oxidative hydroxylation of non-activated disubstituted cyclohexane derivatives lacking any functional groups, including cis- and trans-1,2-dimethylcyclohexane, cis- and trans-1,4-dimethylcyclohexane, and trans-1,4-methylisopropylcyclohexane. In all cases except chiral trans-1,2-dimethylcyclohexane as substrate, the single hydroxylation event at a methylene group induces desymmetrization with simultaneous creation of three centers of chirality. Certain mutants increase selectivity, setting the stage for future directed evolution work.en_EN
dc.identifier.citationAdriana Ilie, Rubén Agudo, Gheorghe-Doru Roiban, Manfred T. Reetz, P450-catalyzed regio- and stereoselective oxidative hydroxylation of disubstituted cyclohexanes: creation of three centers of chirality in a single CH-activation event, Tetrahedron, Volume 71, Issue 3, 2015, Pages 470-475, ISSN 0040-4020, https://doi.org/10.1016/j.tet.2014.11.067en_EN
dc.identifier.doi10.1016/j.tet.2014.11.067
dc.identifier.issn1464-5416
dc.identifier.urihttp://hdl.handle.net/10637/15769
dc.language.isoen
dc.publisherElsevier
dc.relation.ispartofTetrahedron
dc.rightsrestricted access
dc.rights.cchttps://creativecommons.org/licenses/by-nc-nd/4.0/deed.es
dc.subjectCH-activationen_EN
dc.subjectMonooxygenaseen_EN
dc.titleP450-catalyzed regio- and stereoselective oxidative hydroxylation of disubstituted cyclohexanes: creation of three centers of chirality in a single CH-activation eventen_EN
dc.typeArtículo
dspace.entity.typePublicationes
relation.isAuthorOfPublication6c8d28e1-0f33-443a-a16b-508aef52ff02
relation.isAuthorOfPublication.latestForDiscovery6c8d28e1-0f33-443a-a16b-508aef52ff02

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