{"oa_version":"Preprint","_id":"12070","day":"06","date_updated":"2022-09-08T11:49:16Z","title":"Switching between enantiomers by combining chromoselective photocatalysis and biocatalysis","publication_status":"submitted","oa":1,"abstract":[{"lang":"eng","text":"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 (S)- or the (R)-enantiomer of phenylethanol. In combination with an unspecific peroxygenase from Agrocybe aegerita, green light irradiation of CN-OA-m led to the enantioselective hydroxylation of ethylbenzene to (R)-1-phenylethanol (99% ee). In contrast, blue light irradiation triggered the photocatalytic oxidation of ethylbenzene to acetophenone, which in turn was enantioselectively reduced with an alcohol dehydrogenase from Rhodococcus ruber to form (S)-1-phenylethanol (93% ee)."}],"publisher":"ChemRxiv","user_id":"2DF688A6-F248-11E8-B48F-1D18A9856A87","month":"01","doi":"10.26434/chemrxiv.13521527","date_created":"2022-09-08T11:46:45Z","author":[{"full_name":"Schmermund, Luca","last_name":"Schmermund","first_name":"Luca"},{"first_name":"Susanne","last_name":"Reischauer","full_name":"Reischauer, Susanne"},{"first_name":"Sarah","last_name":"Bierbaumer","full_name":"Bierbaumer, Sarah"},{"full_name":"Winkler, Christoph","last_name":"Winkler","first_name":"Christoph"},{"first_name":"Alba","full_name":"Diaz-Rodriguez, Alba","last_name":"Diaz-Rodriguez"},{"last_name":"Edwards","full_name":"Edwards, Lee J.","first_name":"Lee J."},{"first_name":"Selin","full_name":"Kara, Selin","last_name":"Kara"},{"last_name":"Mielke","full_name":"Mielke, Tamara","first_name":"Tamara"},{"full_name":"Cartwright, Jared","last_name":"Cartwright","first_name":"Jared"},{"last_name":"Grogan","full_name":"Grogan, Gideon","first_name":"Gideon"},{"id":"93e5e5b2-0da6-11ed-8a41-af589a024726","last_name":"Pieber","full_name":"Pieber, Bartholomäus","orcid":"0000-0001-8689-388X","first_name":"Bartholomäus"},{"full_name":"Kroutil, Wolfgang","last_name":"Kroutil","first_name":"Wolfgang"}],"type":"preprint","status":"public","citation":{"mla":"Schmermund, Luca, et al. <i>Switching between Enantiomers by Combining Chromoselective Photocatalysis and Biocatalysis</i>. ChemRxiv, doi:<a href=\"https://doi.org/10.26434/chemrxiv.13521527\">10.26434/chemrxiv.13521527</a>.","short":"L. Schmermund, S. Reischauer, S. Bierbaumer, C. Winkler, A. Diaz-Rodriguez, L.J. Edwards, S. Kara, T. Mielke, J. Cartwright, G. Grogan, B. Pieber, W. Kroutil, (n.d.).","chicago":"Schmermund, Luca, Susanne Reischauer, Sarah Bierbaumer, Christoph Winkler, Alba Diaz-Rodriguez, Lee J. Edwards, Selin Kara, et al. “Switching between Enantiomers by Combining Chromoselective Photocatalysis and Biocatalysis.” ChemRxiv, n.d. <a href=\"https://doi.org/10.26434/chemrxiv.13521527\">https://doi.org/10.26434/chemrxiv.13521527</a>.","ama":"Schmermund L, Reischauer S, Bierbaumer S, et al. Switching between enantiomers by combining chromoselective photocatalysis and biocatalysis. doi:<a href=\"https://doi.org/10.26434/chemrxiv.13521527\">10.26434/chemrxiv.13521527</a>","apa":"Schmermund, L., Reischauer, S., Bierbaumer, S., Winkler, C., Diaz-Rodriguez, A., Edwards, L. J., … Kroutil, W. (n.d.). Switching between enantiomers by combining chromoselective photocatalysis and biocatalysis. ChemRxiv. <a href=\"https://doi.org/10.26434/chemrxiv.13521527\">https://doi.org/10.26434/chemrxiv.13521527</a>","ista":"Schmermund L, Reischauer S, Bierbaumer S, Winkler C, Diaz-Rodriguez A, Edwards LJ, Kara S, Mielke T, Cartwright J, Grogan G, Pieber B, Kroutil W. Switching between enantiomers by combining chromoselective photocatalysis and biocatalysis. <a href=\"https://doi.org/10.26434/chemrxiv.13521527\">10.26434/chemrxiv.13521527</a>.","ieee":"L. Schmermund <i>et al.</i>, “Switching between enantiomers by combining chromoselective photocatalysis and biocatalysis.” ChemRxiv."},"year":"2021","article_processing_charge":"No","main_file_link":[{"url":"https://doi.org/10.26434/chemrxiv.13521527","open_access":"1"}],"date_published":"2021-01-06T00:00:00Z","extern":"1","language":[{"iso":"eng"}]}