Towards practical biocatalytic Baeyer-Villiger reactions: applying a thermostable enzyme in the gram-scale synthesis of optically-active lactones in a two-liquid-phase system

Scholarly Works

• Li, X.; Li, C.; Qu, G.; Yuan, B.; Sun, Z. Engineering of a Baeyer-Villiger monooxygenase to Improve Substrate Scope, Stereoselectivity and Regioselectivity. Chembiochem : a European journal of chemical biology 2024, 25, e202400328. doi:10.1002/cbic.202400328
• Emmanuel, M. A.; Bender, S. G.; Bilodeau, C.; Carceller, J. M.; DeHovitz, J. S.; Fu, H.; Liu, Y.; Nicholls, B. T.; Ouyang, Y.; Page, C. G.; Qiao, T.; Raps, F. C.; Sorigué, D. R.; Sun, S.-Z.; Turek-Herman, J.; Ye, Y.; Rivas-Souchet, A.; Cao, J.; Hyster, T. K. Photobiocatalytic Strategies for Organic Synthesis. Chemical reviews 2023, 123, 5459–5520. doi:10.1021/acs.chemrev.2c00767
• Yun, C.-H.; Kim, J.; Hollmann, F.; Park, C. B. Light-driven biocatalytic oxidation. Chemical science 2022, 13, 12260–12279. doi:10.1039/d2sc03483b
• Fürst, M. J. L. J.; Gran-Scheuch, A.; Aalbers, F. S.; Fraaije, M. W. Baeyer-Villiger Monooxygenases: Tunable Oxidative Biocatalysts. ACS Catalysis 2019, 9, 11207–11241. doi:10.1021/acscatal.9b03396
• Kim, J.; Ko, S.; Noh, C.; Kim, H. C.; Lee, S.; Kim, D.; Park, H.; Kwon, G.; Son, G.; Ko, J. W.; Jung, Y.; Lee, D.; Park, C. B.; Kang, K. Biological Nicotinamide Cofactor as a Redox-Active Motif for Reversible Electrochemical Energy Storage. Angewandte Chemie (International ed. in English) 2019, 58, 16764–16769. doi:10.1002/anie.201906844
• Kim, J.; Ko, S.; Noh, C.; Kim, H.; Lee, S.; Kim, D.; Park, H.; Kwon, G.; Son, G.; Ko, J. W.; Jung, Y.; Lee, D.; Park, C. B.; Kang, K. Biological Nicotinamide Cofactor as a Redox‐Active Motif for Reversible Electrochemical Energy Storage. Angewandte Chemie 2019, 131, 16920–16925. doi:10.1002/ange.201906844
• Huang, L.; Aalbers, F. S.; Tang, W.; Röllig, R.; Fraaije, M. W.; Kara, S. Convergent Cascade Catalyzed by Monooxygenase-Alcohol Dehydrogenase Fusion Applied in Organic Media. Chembiochem : a European journal of chemical biology 2019, 20, 1653–1658. doi:10.1002/cbic.201800814
• Zhu, K.; Hu, S.; Liu, M.; Peng, H.; Chen, F.-E. Access to a Key Building Block for the Prostaglandin Family via Stereocontrolled Organocatalytic Baeyer-Villiger Oxidation. Angewandte Chemie (International ed. in English) 2019, 58, 9923–9927. doi:10.1002/anie.201902371
• Zhu, K.; Hu, S.; Liu, M.; Peng, H.; Chen, F.-E. Collective Total Synthesis of the Prostaglandin Family via Stereocontrolled Organocatalytic Baeyer–Villiger Oxidation. Angewandte Chemie 2019, 131, 10028–10032. doi:10.1002/ange.201902371
• Löwe, J.; Blifernez-Klassen, O.; Baier, T.; Wobbe, L.; Kruse, O.; Gröger, H. Type II flavoprotein monooxygenase PsFMO_A from the bacterium Pimelobacter sp. Bb-B catalyzes enantioselective Baeyer-Villiger oxidations with a relaxed cofactor specificity. Journal of biotechnology 2019, 294, 81–87. doi:10.1016/j.jbiotec.2019.01.011
• Hollmann, F.; Kara, S.; Opperman, D. J.; Wang, Y. Biocatalytic synthesis of lactones and lactams. Chemistry, an Asian journal 2018, 13, 3601–3610. doi:10.1002/asia.201801180
• Schroeder, L.; Frese, M.; Müller, C.; Sewald, N.; Kottke, T. Photochemically Driven Biocatalysis of Halogenases for the Green Production of Chlorinated Compounds. ChemCatChem 2018, 10, 3336–3341. doi:10.1002/cctc.201800280
• Lee, S. H.; Choi, D. S.; Kuk, S. K.; Park, C. B. Photobiokatalyse: Aktivierung von Redoxenzymen durch direkten oder indirekten Transfer photoinduzierter Elektronen. Angewandte Chemie 2018, 130, 8086–8116. doi:10.1002/ange.201710070
• Lee, S. H.; Choi, D. S.; Kuk, S. K.; Park, C. B. Photobiocatalysis: Activating Redox Enzymes by Direct or Indirect Transfer of Photoinduced Electrons. Angewandte Chemie (International ed. in English) 2018, 57, 7958–7985. doi:10.1002/anie.201710070
• Morrill, C.; Jensen, C. N.; Just-Baringo, X.; Grogan, G.; Turner, N. J.; Procter, D. J. Biocatalytic Conversion of Cyclic Ketones Bearing α-Quaternary Stereocenters into Lactones in an Enantioselective Radical Approach to Medium-Sized Carbocycles. Angewandte Chemie (International ed. in English) 2018, 57, 3692–3696. doi:10.1002/anie.201800121
• Morrill, C.; Jensen, C.; Just‐Baringo, X.; Grogan, G.; Turner, N. J.; Procter, D. J. Biocatalytic Conversion of Cyclic Ketones Bearing α‐Quaternary Stereocenters into Lactones in an Enantioselective Radical Approach to Medium‐Sized Carbocycles. Angewandte Chemie 2018, 130, 3754–3758. doi:10.1002/ange.201800121
• Latham, J.; Brandenburger, E.; Shepherd, S. A.; Menon, B. R. K.; Micklefield, J. Development of Halogenase Enzymes for Use in Synthesis. Chemical reviews 2017, 118, 232–269. doi:10.1021/acs.chemrev.7b00032
• Bornadel, A.; Hatti-Kaul, R.; Hollmann, F.; Kara, S. Enhancing the productivity of the bi-enzymatic convergent cascade for ɛ-caprolactone synthesis through design of experiments and a biphasic system. Tetrahedron 2016, 72, 7222–7228. doi:10.1016/j.tet.2015.11.054
• Yaremenko, I. A.; Vil, V. A.; Demchuk, D. V.; Terent'ev, A. O. Rearrangements of organic peroxides and related processes. Beilstein journal of organic chemistry 2016, 12, 1647–1748. doi:10.3762/bjoc.12.162
• Torrelo, G.; Hanefeld, U.; Hollmann, F. doi:10.1002/0471238961.0209150319030813.a01.pub2

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