Please use this identifier to cite or link to this item:
https://doi.org/10.21256/zhaw-18903| Publication type: | Article in scientific journal |
| Type of review: | Peer review (publication) |
| Title: | Evolved aliphatic halogenases enable regiocomplementary C‐H functionalization of an added‐value chemical |
| Authors: | 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 |
| Published in: | Angewandte Chemie: International Edition |
| Volume(Issue): | 58 |
| Issue: | 51 |
| Page(s): | 18535 |
| Pages to: | 18539 |
| Issue Date: | Oct-2019 |
| Publisher / Ed. Institution: | Wiley |
| ISSN: | 1433-7851 |
| Language: | English |
| Subject (DDC): | 660: Chemical engineering |
| Abstract: | 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. |
| Further description: | 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 |
| Fulltext version: | Accepted version |
| License (according to publishing contract): | Licence according to publishing contract |
| Restricted until: | 2020-10-31 |
| Departement: | Life Sciences and Facility Management |
| Organisational Unit: | Institute of Chemistry and Biotechnology (ICBT) |
| Appears in collections: | Publikationen Life Sciences und Facility Management |
Files in This Item:
| File | Description | Size | Format | |
|---|---|---|---|---|
| Hayashi_et_al-2019-Angewandte_Chemie_International_Edition.pdf | Accepted Version | 1.34 MB | Adobe PDF |  View/Open |
Show full item record
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.
Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.