Ilie, AdrianaRoiban, Gheorghe-DoruReetz, Manfred T.Agudo Torres, RubénUniversidad San Pablo-CEU. Departamento de Ciencias Farmacéuticas y de la SaludGrupo: Parasitología e Inmunología molecular con aplicación biotecnológica, diagnóstica y terapéutica (PARINM)2024-05-102024-05-102014-12-02Adriana 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.2014.11.0671464-5416http://hdl.handle.net/10637/15769Wild-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.enrestricted accessCH-activationMonooxygenaseArtículo10.1016/j.tet.2014.11.067https://creativecommons.org/licenses/by-nc-nd/4.0/deed.es