Supporting Information
The Supporting Information features the full experimental procedures, characterisation of the synthesised, previously unknown compounds, GC–MS traces of the biotransformation reactions and the MS traces of the corresponding starting materials.
Supporting Information File 1: Experimental part and GC–MS traces. | ||
Format: PDF | Size: 895.1 KB | Download |
Cite the Following Article
Chimeric self-sufficient P450cam-RhFRed biocatalysts with broad substrate scope
Aélig Robin, Valentin Köhler, Alison Jones, Afruja Ali, Paul P. Kelly, Elaine O'Reilly, Nicholas J. Turner and Sabine L. Flitsch
Beilstein J. Org. Chem. 2011, 7, 1494–1498.
https://doi.org/10.3762/bjoc.7.173
How to Cite
Robin, A.; Köhler, V.; Jones, A.; Ali, A.; Kelly, P. P.; O'Reilly, E.; Turner, N. J.; Flitsch, S. L. Beilstein J. Org. Chem. 2011, 7, 1494–1498. doi:10.3762/bjoc.7.173
Download Citation
Citation data can be downloaded as file using the "Download" button or used for copy/paste from the text window
below.
Citation data in RIS format can be imported by all major citation management software, including EndNote,
ProCite, RefWorks, and Zotero.
Citations to This Article
Up to 20 of the most recent references are displayed here.
Scholarly Works
- Jones, B. S.; Ross, C. M.; Foley, G.; Pozhydaieva, N.; Sharratt, J. W.; Kress, N.; Seibt, L. S.; Thomson, R. E. S.; Gumulya, Y.; Hayes, M. A.; Gillam, E. M. J.; Flitsch, S. L. Engineering Biocatalysts for the C−H Activation of Fatty Acids by Ancestral Sequence Reconstruction**. Angewandte Chemie 2024, 136. doi:10.1002/ange.202314869
- Jones, B. S.; Ross, C. M.; Foley, G.; Pozhydaieva, N.; Sharratt, J. W.; Kress, N.; Seibt, L. S.; Thomson, R. E. S.; Gumulya, Y.; Hayes, M. A.; Gillam, E. M. J.; Flitsch, S. L. Engineering Biocatalysts for the C-H Activation of Fatty Acids by Ancestral Sequence Reconstruction. Angewandte Chemie (International ed. in English) 2024, 63, e202314869. doi:10.1002/anie.202314869
- Sahil, M.; Singh, T.; Ghosh, S.; Mondal, J. 3site Multisubstrate-Bound State of Cytochrome P450cam. Journal of the American Chemical Society 2023, 145, 23488–23502. doi:10.1021/jacs.3c06144
- Charlton, S. N.; Hayes, M. A. Oxygenating Biocatalysts for Hydroxyl Functionalisation in Drug Discovery and Development. ChemMedChem 2022, 17, e202200115. doi:10.1002/cmdc.202200115
- Wang, F.; Frankowski, K. J. Divergent Electrochemical Carboamidation of Cyclic Amines. The Journal of organic chemistry 2022, 87, 1173–1193. doi:10.1021/acs.joc.1c02534
- Correddu, D.; Di Nardo, G.; Gilardi, G. Self-Sufficient Class VII Cytochromes P450: From Full-Length Structure to Synthetic Biology Applications. Trends in biotechnology 2021, 39, 1184–1207. doi:10.1016/j.tibtech.2021.01.011
- Aranda, C.; Carro, J.; González-Benjumea, A.; Babot, E. D.; Olmedo, A.; Linde, D.; Martínez, Á. T.; Gutiérrez, A. Advances in enzymatic oxyfunctionalization of aliphatic compounds. Biotechnology advances 2021, 51, 107703. doi:10.1016/j.biotechadv.2021.107703
- Finnigan, J.; Young, C.; Cook, D. J.; Charnock, S. J.; Black, G. W. Cytochromes P450 (P450s): A review of the class system with a focus on prokaryotic P450s. Advances in protein chemistry and structural biology 2020, 122, 289–320. doi:10.1016/bs.apcsb.2020.06.005
- Oeschger, R. J.; Su, B.; Yu, I.; Ehinger, C.; Romero, E. A.; He, S.; Hartwig, J. F. Diverse functionalization of strong alkyl C-H bonds by undirected borylation. Science (New York, N.Y.) 2020, 368, 736–741. doi:10.1126/science.aba6146
- Li, Z.; Jiang, Y.; Guengerich, F. P.; Ma, L.; Li, S.; Zhang, W. Engineering cytochrome P450 enzyme systems for biomedical and biotechnological applications. The Journal of biological chemistry 2019, 295, 833–849. doi:10.1074/jbc.rev119.008758
- Xu, L.-H.; Du, Y.-L. Rational and semi-rational engineering of cytochrome P450s for biotechnological applications. Synthetic and systems biotechnology 2018, 3, 283–290. doi:10.1016/j.synbio.2018.10.001
- Zhang, W.; Du, L.; Li, F.; Zhang, X.; Qu, Z.; Han, L.; Li, Z.; Sun, J.; Qi, F.; Yao, Q.; Sun, Y.; Geng, C.; Li, S. Mechanistic Insights into Interactions between Bacterial Class I P450 Enzymes and Redox Partners. ACS Catalysis 2018, 8, 9992–10003. doi:10.1021/acscatal.8b02913
- Andorfer, M. C.; Belsare, K. D.; Girlich, A. M.; Lewis, J. C. Aromatic Halogenation by Using Bifunctional Flavin Reductase-Halogenase Fusion Enzymes. Chembiochem : a European journal of chemical biology 2017, 18, 2099–2103. doi:10.1002/cbic.201700391
- Talmann, L.; Wiesner, J.; Vilcinskas, A. Strategies for the construction of insect P450 fusion enzymes. Zeitschrift fur Naturforschung. C, Journal of biosciences 2017, 72, 405–415. doi:10.1515/znc-2017-0041
- Tavanti, M.; Parmeggiani, F.; Castellanos, J. R. G.; Mattevi, A.; Turner, N. J. One-pot Biocatalytic Double Oxidation of α-Isophorone for the Synthesis of Ketoisophorone. ChemCatChem 2017, 9, 3338–3348. doi:10.1002/cctc.201700620
- Schrittwieser, J. H.; Velikogne, S.; Hall, M.; Kroutil, W. Artificial Biocatalytic Linear Cascades for Preparation of Organic Molecules. Chemical reviews 2017, 118, 270–348. doi:10.1021/acs.chemrev.7b00033
- Ciaramella, A.; Minerdi, D.; Gilardi, G. Catalytically self-sufficient cytochromes P450 for green production of fine chemicals. Rendiconti Lincei 2016, 28, 169–181. doi:10.1007/s12210-016-0581-z
- Cook, D. J.; Finnigan, J.; Cook, K.; Black, G. W.; Charnock, S. J. Cytochromes P450: History, Classes, Catalytic Mechanism, and Industrial Application. Advances in protein chemistry and structural biology 2016, 105, 105–126. doi:10.1016/bs.apcsb.2016.07.003
- Hoffmann, S. M.; Weissenborn, M. J.; Gricman, Ł.; Notonier, S.; Pleiss, J.; Hauer, B. The Impact of Linker Length on P450 Fusion Constructs: Activity, Stability and Coupling. ChemCatChem 2016, 8, 1591–1597. doi:10.1002/cctc.201501397
- Eichler, A.; Gricman, Ł.; Herter, S.; Kelly, P. P.; Turner, N. J.; Pleiss, J.; Flitsch, S. L. Enantioselective Benzylic Hydroxylation Catalysed by P450 Monooxygenases: Characterisation of a P450cam Mutant Library and Molecular Modelling. Chembiochem : a European journal of chemical biology 2016, 17, 426–432. doi:10.1002/cbic.201500536
Patents
- BONRATH WERNER; CASSTELLANOS JOSE; MATTEVI ANDREA; PARMEGGIANI FABIO; SCHÜRMANN MARTIN; TAVANTI MICHELE; TURNER NICHOLAS. REGIOSELECTIVE HYDROXYLATION OF ISOPHORONE AND FURTHER CONVERSION TO KETOISOPHORONE. WO 2018185304 A1, Oct 11, 2018.