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https://doi.org/10.21256/zhaw-18903| Publikationstyp: | Beitrag in wissenschaftlicher Zeitschrift |
| Art der Begutachtung: | Peer review (Publikation) |
| Titel: | Evolved aliphatic halogenases enable regiocomplementary C‐H functionalization of an added‐value chemical |
| Autor/-in: | Hayashi, Takahiro Ligibel, Mathieu Sager, Emine Voss, Moritz Hunziker, Jürg Schroer, Kirsten Snajdrova, Radka Buller, Rebecca |
| et. al: | No |
| DOI: | 10.1002/anie.201907245 10.21256/zhaw-18903 |
| Erschienen in: | Angewandte Chemie: International Edition |
| Band(Heft): | 58 |
| Heft: | 51 |
| Seite(n): | 18535 |
| Seiten bis: | 18539 |
| Erscheinungsdatum: | Okt-2019 |
| Verlag / Hrsg. Institution: | Wiley |
| ISSN: | 1433-7851 |
| Sprache: | Englisch |
| Fachgebiet (DDC): | 660: Technische Chemie |
| Zusammenfassung: | Non‐heme iron halogenases represent synthetically valuable biocatalysts that are capable of halogenating unactivated sp3‐hybridized carbon centers with exquisite stereo‐ and regioselectivity. The reported substrate scope of these enzymes, however, is limited primarily to the natural substrates and their analogues. Here we engineered the recently discovered halogenase WelO5* for chlorination of a pharmaceutically interesting martinelline‐derived fragment. Using structure‐guided evolution, a halogenase variant with a more than 290‐fold higher total turnover number and a 400‐fold higher apparent kcat compared to the wild‐type enzyme was generated. Moreover, we identified key positions in the active site which allowed directing the halogen to different positions in our target substrate. This report provides the first example of enzyme engineering to expand the substrate scope of a non‐heme iron halogenase beyond the native indole alkaloid‐type substrates. The highly evolvable nature of WelO5* underscores the usefulness of this enzyme family for the late‐stage halogenation of value‐added chemicals. |
| Weitere Angaben: | This is the peer reviewed version which has been published in final form at https://doi.org/10.1002/anie.201907245. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Use of Self-Archived Versions. |
| URI: | https://digitalcollection.zhaw.ch/handle/11475/18903 |
| Volltext Version: | Akzeptierte Version |
| Lizenz (gemäss Verlagsvertrag): | Lizenz gemäss Verlagsvertrag |
| Gesperrt bis: | 2020-10-31 |
| 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 | |
|---|---|---|---|---|
| Hayashi_et_al-2019-Angewandte_Chemie_International_Edition.pdf | Accepted Version | 1.34 MB | Adobe PDF |  Öffnen/Anzeigen |
Zur Langanzeige
Hayashi, T., Ligibel, M., Sager, E., Voss, M., Hunziker, J., Schroer, K., Snajdrova, R., & Buller, R. (2019). Evolved aliphatic halogenases enable regiocomplementary C‐H functionalization of an added‐value chemical. Angewandte Chemie: International Edition, 58(51), 18535–18539. https://doi.org/10.1002/anie.201907245
Hayashi, T. et al. (2019) ‘Evolved aliphatic halogenases enable regiocomplementary C‐H functionalization of an added‐value chemical’, Angewandte Chemie: International Edition, 58(51), pp. 18535–18539. Available at: https://doi.org/10.1002/anie.201907245.
T. Hayashi et al., “Evolved aliphatic halogenases enable regiocomplementary C‐H functionalization of an added‐value chemical,” Angewandte Chemie: International Edition, vol. 58, no. 51, pp. 18535–18539, Oct. 2019, doi: 10.1002/anie.201907245.
HAYASHI, Takahiro, Mathieu LIGIBEL, Emine SAGER, Moritz VOSS, Jürg HUNZIKER, Kirsten SCHROER, Radka SNAJDROVA und Rebecca BULLER, 2019. Evolved aliphatic halogenases enable regiocomplementary C‐H functionalization of an added‐value chemical. Angewandte Chemie: International Edition. Oktober 2019. Bd. 58, Nr. 51, S. 18535–18539. DOI 10.1002/anie.201907245
Hayashi, Takahiro, Mathieu Ligibel, Emine Sager, Moritz Voss, Jürg Hunziker, Kirsten Schroer, Radka Snajdrova, and Rebecca Buller. 2019. “Evolved Aliphatic Halogenases Enable Regiocomplementary C‐H Functionalization of an Added‐Value Chemical.” Angewandte Chemie: International Edition 58 (51): 18535–39. https://doi.org/10.1002/anie.201907245.
Hayashi, Takahiro, et al. “Evolved Aliphatic Halogenases Enable Regiocomplementary C‐H Functionalization of an Added‐Value Chemical.” Angewandte Chemie: International Edition, vol. 58, no. 51, Oct. 2019, pp. 18535–39, https://doi.org/10.1002/anie.201907245.
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