Predicting the substrate scope of the flavin-dependent halogenase BrvH.

Neubauer P, Pienkny S, Wessjohann LA, Brandt W, Sewald N (2020)
ChemBioChem 21(22): 3282-3288.

Zeitschriftenaufsatz | Veröffentlicht | Englisch
 
Download
OA 66.76 KB
Autor*in
Neubauer, PiaUniBi; Pienkny, Silke; Wessjohann, Ludger A; Brandt, Wolfgang; Sewald, NorbertUniBi
Abstract / Bemerkung
The recently described flavin-dependent halogenase BrvH is able to catalyze both bromination and chlorination of indole, but shows significantly higher bromination activity. BrvH was annotated as a tryptophan halogenase, but does not accept tryptophan as a substrate. Its native substrate remains unknown. A predictive model with the data available for BrvH was analysed. A training set of compounds tested in vitro was docked into the active site of a complete protein model based on the X-ray structure of BrvH. The atoms not resolved experimentally have been modelled using molecular mechanics force fields to obtain this protein model. Furthermore, docking poses for the substrates and known non-substrates have been calculated. Parameters like distance, partial charge, and hybridization state have been analysed to derive rules for prediction of activity. With this model for activity of the BrvH, a virtual screening suggested several structures for potential substrates. Some of the thus preselected compounds were tested in vitro and several could be verified as convertible substrates. Based on information on halogenated natural products, a new dataset was created to specifically search for natural products as substrates/products, and virtual screening in this database yielded further hits. © 2020 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
Erscheinungsjahr
2020
Zeitschriftentitel
ChemBioChem
Band
21
Ausgabe
22
Seite(n)
3282-3288
eISSN
1439-7633
Finanzierungs-Informationen
Open-Access-Publikationskosten wurden durch die Universität Bielefeld im Rahmen des DEAL-Vertrags gefördert.
Page URI
https://pub.uni-bielefeld.de/record/2944999

Zitieren

Neubauer P, Pienkny S, Wessjohann LA, Brandt W, Sewald N. Predicting the substrate scope of the flavin-dependent halogenase BrvH. ChemBioChem. 2020;21(22):3282-3288.
Neubauer, P., Pienkny, S., Wessjohann, L. A., Brandt, W., & Sewald, N. (2020). Predicting the substrate scope of the flavin-dependent halogenase BrvH. ChemBioChem, 21(22), 3282-3288. doi:10.1002/cbic.202000444
Neubauer, P., Pienkny, S., Wessjohann, L. A., Brandt, W., and Sewald, N. (2020). Predicting the substrate scope of the flavin-dependent halogenase BrvH. ChemBioChem 21, 3282-3288.
Neubauer, P., et al., 2020. Predicting the substrate scope of the flavin-dependent halogenase BrvH. ChemBioChem, 21(22), p 3282-3288.
P. Neubauer, et al., “Predicting the substrate scope of the flavin-dependent halogenase BrvH.”, ChemBioChem, vol. 21, 2020, pp. 3282-3288.
Neubauer, P., Pienkny, S., Wessjohann, L.A., Brandt, W., Sewald, N.: Predicting the substrate scope of the flavin-dependent halogenase BrvH. ChemBioChem. 21, 3282-3288 (2020).
Neubauer, Pia, Pienkny, Silke, Wessjohann, Ludger A, Brandt, Wolfgang, and Sewald, Norbert. “Predicting the substrate scope of the flavin-dependent halogenase BrvH.”. ChemBioChem 21.22 (2020): 3282-3288.
Alle Dateien verfügbar unter der/den folgenden Lizenz(en):
Creative Commons Namensnennung - Nicht kommerziell - Keine Bearbeitungen 4.0 International (CC BY-NC-ND 4.0):
Volltext(e)
Access Level
OA Open Access
Zuletzt Hochgeladen
2020-11-19T11:50:48Z
MD5 Prüfsumme
cf224efcc50b9c3953f28210e42c9c4d

Export

Markieren/ Markierung löschen
Markierte Publikationen

Open Data PUB

Web of Science

Dieser Datensatz im Web of Science®

Quellen

PMID: 32645255
PubMed | Europe PMC

Suchen in

Google Scholar