{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"submitter":["Guo X"],"funding":["Swiss National Science Foundation"],"pagination":["5052-5056"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC5994792"],"repository":["biostudies-literature"],"omics_type":["Unknown"],"volume":["9(22)"],"pubmed_abstract":["Visible light-driven reduction of imines to enantioenriched amines in aqueous solution is demonstrated for the first time. Excitation of a new water-soluble variant of the widely used [Ir(ppy)<sub>3</sub>] (ppy = 2-phenylpyridine) photosensitizer in the presence of a cyclic imine affords a highly reactive α-amino alkyl radical that is intercepted by hydrogen atom transfer (HAT) from ascorbate or thiol donors to afford the corresponding amine. The enzyme monoamine oxidase (MAO-N-9) selectively catalyzes the oxidation of one of the enantiomers to the corresponding imine. Upon combining the photoredox and biocatalytic processes under continuous photo-irradiation, enantioenriched amines are obtained in excellent yields. To the best of our knowledge, this is the first demonstration of a concurrent photoredox- and enzymatic catalysis leading to a light-driven asymmetric synthesis of amines."],"journal":["Chemical science"],"pubmed_title":["Enantioselective synthesis of amines by combining photoredox and enzymatic catalysis in a cyclic reaction network."],"pmcid":["PMC5994792"],"funding_grant_id":["NCCR Molecular Systems Engineering"],"pubmed_authors":["Okamoto Y","Guo X","Ward TR","Wenger OS","Schreier MR"],"additional_accession":[]},"is_claimable":false,"name":"Enantioselective synthesis of amines by combining photoredox and enzymatic catalysis in a cyclic reaction network.","description":"Visible light-driven reduction of imines to enantioenriched amines in aqueous solution is demonstrated for the first time. Excitation of a new water-soluble variant of the widely used [Ir(ppy)<sub>3</sub>] (ppy = 2-phenylpyridine) photosensitizer in the presence of a cyclic imine affords a highly reactive α-amino alkyl radical that is intercepted by hydrogen atom transfer (HAT) from ascorbate or thiol donors to afford the corresponding amine. The enzyme monoamine oxidase (MAO-N-9) selectively catalyzes the oxidation of one of the enantiomers to the corresponding imine. Upon combining the photoredox and biocatalytic processes under continuous photo-irradiation, enantioenriched amines are obtained in excellent yields. To the best of our knowledge, this is the first demonstration of a concurrent photoredox- and enzymatic catalysis leading to a light-driven asymmetric synthesis of amines.","dates":{"release":"2018-01-01T00:00:00Z","publication":"2018 Jun","modification":"2025-04-04T09:38:49.737Z","creation":"2019-03-26T23:43:27Z"},"accession":"S-EPMC5994792","cross_references":{"pubmed":["29938035"],"doi":["10.1039/c8sc01561a"]}}