{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"submitter":["Schmermund L"],"funding":["Austrian Science Fund FWF","Deutsche Forschungsgemeinschaft","Horizon 2020 Framework Programme"],"pagination":["7041-7045"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC10946972"],"repository":["biostudies-literature"],"omics_type":["Unknown"],"volume":["133(13)"],"pubmed_abstract":["Controlling the selectivity of a chemical reaction with external stimuli is common in thermal processes, but rare in visible-light photocatalysis. Here we show that the redox potential of a carbon nitride photocatalyst (CN-OA-m) can be tuned by changing the irradiation wavelength to generate electron holes with different oxidation potentials. This tuning was the key to realizing photo-chemo-enzymatic cascades that give either the (<i>S</i>)- or the (<i>R</i>)-enantiomer of phenylethanol. In combination with an unspecific peroxygenase from <i>Agrocybe aegerita</i>, green light irradiation of CN-OA-m led to the enantioselective hydroxylation of ethylbenzene to (<i>R</i>)-1-phenylethanol (99 % <i>ee</i>). In contrast, blue light irradiation triggered the photocatalytic oxidation of ethylbenzene to acetophenone, which in turn was enantioselectively reduced with an alcohol dehydrogenase from <i>Rhodococcus ruber</i> to form (<i>S</i>)-1-phenylethanol (93 % <i>ee</i>)."],"journal":["Angewandte Chemie (Weinheim an der Bergstrasse, Germany)"],"pubmed_title":["Chromoselective Photocatalysis Enables Stereocomplementary Biocatalytic Pathways."],"pmcid":["PMC10946972"],"funding_grant_id":["EXC 2008 - 390540038","764920","DOC 46-B21"],"pubmed_authors":["Kroutil W","Reischauer S","Mielke T","Cartwright J","Schmermund L","Bierbaumer S","Edwards LJ","Grogan G","Winkler CK","Diaz-Rodriguez A","Kara S","Pieber B"],"additional_accession":[]},"is_claimable":false,"name":"Chromoselective Photocatalysis Enables Stereocomplementary Biocatalytic Pathways.","description":"Controlling the selectivity of a chemical reaction with external stimuli is common in thermal processes, but rare in visible-light photocatalysis. Here we show that the redox potential of a carbon nitride photocatalyst (CN-OA-m) can be tuned by changing the irradiation wavelength to generate electron holes with different oxidation potentials. This tuning was the key to realizing photo-chemo-enzymatic cascades that give either the (<i>S</i>)- or the (<i>R</i>)-enantiomer of phenylethanol. In combination with an unspecific peroxygenase from <i>Agrocybe aegerita</i>, green light irradiation of CN-OA-m led to the enantioselective hydroxylation of ethylbenzene to (<i>R</i>)-1-phenylethanol (99 % <i>ee</i>). In contrast, blue light irradiation triggered the photocatalytic oxidation of ethylbenzene to acetophenone, which in turn was enantioselectively reduced with an alcohol dehydrogenase from <i>Rhodococcus ruber</i> to form (<i>S</i>)-1-phenylethanol (93 % <i>ee</i>).","dates":{"release":"2021-01-01T00:00:00Z","publication":"2021 Mar","modification":"2025-04-26T12:08:19.736Z","creation":"2025-04-06T13:54:32.805Z"},"accession":"S-EPMC10946972","cross_references":{"pubmed":["38504955"],"doi":["10.1002/ange.202100164"]}}