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https://doi.org/10.21256/zhaw-22632| Publikationstyp: | Beitrag in wissenschaftlicher Zeitschrift |
| Art der Begutachtung: | Peer review (Publikation) |
| Titel: | Re‐programming and optimization of a L‐proline cis‐4‐hydroxylase for the cis‐3‐halogenation of its native substrate |
| Autor/-in: | Papadopoulou, Athena Meierhofer, Jasmin Meyer, Fabian Hayashi, Takahiro Schneider, Samuel Sager, Emine Buller, Rebecca |
| et. al: | No |
| DOI: | 10.1002/cctc.202100591 10.21256/zhaw-22632 |
| Erschienen in: | ChemCatChem |
| Band(Heft): | 13 |
| Heft: | 18 |
| Seite(n): | 3914 |
| Seiten bis: | 3919 |
| Erscheinungsdatum: | 7-Jun-2021 |
| Verlag / Hrsg. Institution: | Wiley |
| ISSN: | 1867-3880 1867-3899 |
| Sprache: | Englisch |
| Fachgebiet (DDC): | 660.6: Biotechnologie |
| Zusammenfassung: | Non-heme iron/ α -ketoglutarate dependent halogenases acting on freestanding substrates catalyze the regio- and stereoselective halogenation of inactivated C(sp 3 )-H bonds. Yet, with only a handful of these halogenases characterized, the biosynthetic potential of enzymatic radical halogenation remains limited. Herein, we describe the remodeling of L -proline cis -4-hydroxylase from Sinorhizobium meliloti into a halogenase by introduction of a single point mutation ( D108G) into the enzyme’s active site. The re-programmed halogenase displays a striking regio-divergent reaction chemistry: While halogenation of L -proline exclusively occurs at the C3-position, the retained hydroxylation activity leads to derivatization at the C-4 position, corresponding to the regioselectivity of the wildtype enzyme. By employing several rounds of directed evolution, an optimized halogenase variant with 98-fold improved apparent k cat / K m for chlorination of L -proline compared to the parental enzyme SmP4H ( D108G) was identified. The development and optimization of this novel halogenation biocatalyst highlights the possibility to rationally harness the chemical versatility of non-heme Fe/ α KG dependent dioxygenases for C-H functionalization . |
| URI: | https://digitalcollection.zhaw.ch/handle/11475/22632 |
| Volltext Version: | Publizierte Version |
| Lizenz (gemäss Verlagsvertrag): | CC BY 4.0: Namensnennung 4.0 International |
| Gesperrt bis: | 2022-06-08 |
| Departement: | Life Sciences und Facility Management |
| Organisationseinheit: | Institut für Chemie und Biotechnologie (ICBT) |
| Enthalten in den Sammlungen: | Publikationen Life Sciences und Facility Management |
Dateien zu dieser Ressource:
| Datei | Beschreibung | Größe | Format | |
|---|---|---|---|---|
| 2021_Papadopoulou-etal_Re-programming-and-optimization_VoR.pdf | Published Version | 1.84 MB | Adobe PDF |  Öffnen/Anzeigen |
| 2021_Papadopoulou-etal_Re-programming-and-optimization.pdf | Accepted Version | 885.69 kB | Adobe PDF |  Öffnen/Anzeigen |
Zur Langanzeige
Papadopoulou, A., Meierhofer, J., Meyer, F., Hayashi, T., Schneider, S., Sager, E., & Buller, R. (2021). Re‐programming and optimization of a L‐proline cis‐4‐hydroxylase for the cis‐3‐halogenation of its native substrate. ChemCatChem, 13(18), 3914–3919. https://doi.org/10.1002/cctc.202100591
Papadopoulou, A. et al. (2021) ‘Re‐programming and optimization of a L‐proline cis‐4‐hydroxylase for the cis‐3‐halogenation of its native substrate’, ChemCatChem, 13(18), pp. 3914–3919. Available at: https://doi.org/10.1002/cctc.202100591.
A. Papadopoulou et al., “Re‐programming and optimization of a L‐proline cis‐4‐hydroxylase for the cis‐3‐halogenation of its native substrate,” ChemCatChem, vol. 13, no. 18, pp. 3914–3919, Jun. 2021, doi: 10.1002/cctc.202100591.
PAPADOPOULOU, Athena, Jasmin MEIERHOFER, Fabian MEYER, Takahiro HAYASHI, Samuel SCHNEIDER, Emine SAGER und Rebecca BULLER, 2021. Re‐programming and optimization of a L‐proline cis‐4‐hydroxylase for the cis‐3‐halogenation of its native substrate. ChemCatChem. 7 Juni 2021. Bd. 13, Nr. 18, S. 3914–3919. DOI 10.1002/cctc.202100591
Papadopoulou, Athena, Jasmin Meierhofer, Fabian Meyer, Takahiro Hayashi, Samuel Schneider, Emine Sager, and Rebecca Buller. 2021. “Re‐Programming and Optimization of a L‐Proline Cis‐4‐Hydroxylase for the Cis‐3‐Halogenation of Its Native Substrate.” ChemCatChem 13 (18): 3914–19. https://doi.org/10.1002/cctc.202100591.
Papadopoulou, Athena, et al. “Re‐Programming and Optimization of a L‐Proline Cis‐4‐Hydroxylase for the Cis‐3‐Halogenation of Its Native Substrate.” ChemCatChem, vol. 13, no. 18, June 2021, pp. 3914–19, https://doi.org/10.1002/cctc.202100591.
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