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Article

A Promiscuous Halogenase for the Derivatization of Flavonoids

1
Department of Pharmaceutical Biotechnology, Saarland University, 66123 Saarbruecken, Germany
2
AMEG Department, Helmholtz Institute for Pharmaceutical Research Saarland, 66123 Saarbruecken, Germany
*
Author to whom correspondence should be addressed.
Academic Editors: Ik-Soo Lee and Hyun-Jung Kim
Molecules 2021, 26(20), 6220; https://doi.org/10.3390/molecules26206220
Received: 9 September 2021 / Revised: 6 October 2021 / Accepted: 11 October 2021 / Published: 14 October 2021
(This article belongs to the Special Issue Microbial Biotransformation of Natural Products)
Halogenation often improves the bioactive properties of natural products and is used in pharmaceutical research for the generation of new potential drug leads. High regio- and stereospecificity, simple reaction conditions and straightforward downstream processing are the main advantages of halogenation using enzymatic biocatalysts compared to chemical synthetic approaches. The identification of new promiscuous halogenases for the modification of various natural products is of great interest in modern drug discovery. In this paper, we report the identification of a new promiscuous FAD-dependent halogenase, DklH, from Frankia alni ACN14a. The identified halogenase readily modifies various flavonoid compounds, including those with well-studied biological activities. This halogenase has been demonstrated to modify not only flavones and isoflavones, but also flavonols, flavanones and flavanonols. The structural requirements for DklH substrate recognition were determined using a feeding approach. The homology model of DklH and the mechanism of substrate recognition are also proposed in this paper. View Full-Text
Keywords: halogenase; flavonoid; heterologous expression; Frankia alni; Streptomyces albus Del14 halogenase; flavonoid; heterologous expression; Frankia alni; Streptomyces albus Del14
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MDPI and ACS Style

Kolling, D.; Stierhof, M.; Lasch, C.; Myronovskyi, M.; Luzhetskyy, A. A Promiscuous Halogenase for the Derivatization of Flavonoids. Molecules 2021, 26, 6220. https://doi.org/10.3390/molecules26206220

AMA Style

Kolling D, Stierhof M, Lasch C, Myronovskyi M, Luzhetskyy A. A Promiscuous Halogenase for the Derivatization of Flavonoids. Molecules. 2021; 26(20):6220. https://doi.org/10.3390/molecules26206220

Chicago/Turabian Style

Kolling, Dominik, Marc Stierhof, Constanze Lasch, Maksym Myronovskyi, and Andriy Luzhetskyy. 2021. "A Promiscuous Halogenase for the Derivatization of Flavonoids" Molecules 26, no. 20: 6220. https://doi.org/10.3390/molecules26206220

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