Chemoenzymatic Halocyclization of γ,δ-Unsaturated Carboxylic Acids and Alcohols

Sabry H H Younes; Florian Tieves; Dongming Lan; Yonghua Wang; Philipp Süss; Henrike Brundiek; Ron Wever; Frank Hollmann

doi:10.1002/cssc.201902240

Chemoenzymatic Halocyclization of γ,δ-Unsaturated Carboxylic Acids and Alcohols

ChemSusChem. 2020 Jan 9;13(1):97-101. doi: 10.1002/cssc.201902240. Epub 2019 Oct 22.

Authors

Sabry H H Younes^{1

2}, Florian Tieves¹, Dongming Lan³, Yonghua Wang³, Philipp Süss⁴, Henrike Brundiek⁴, Ron Wever⁵, Frank Hollmann¹

Affiliations

¹ Department of Biotechnology, Delft University of Technology, Van der Maasweg 9, 2629, HZ, Delft, The Netherlands.
² Department of Chemistry, Faculty of Sciences, Sohag University, Sohag, 82524, Egypt.
³ School of Food Science and Engineering, Overseas Expertise Introduction Center for Discipline Innovation of Food Nutrition and Human Health (111 Center), South China University of Technology, Guangzhou, 510640, P.R. China.
⁴ Enzymicals AG, Walther-Rathenau-Str. 49a, 17489, Greifswald, Germany.
⁵ Van't Hoff Institute for Molecular Sciences, University of Amsterdam, Amsterdam, The Netherlands.

Abstract

A chemoenzymatic method for the halocyclization of unsaturated alcohols and acids by using the robust V-dependent chloroperoxidase from Curvularia inaequalis (CiVCPO) as catalyst has been developed for the in situ generation of hypohalites. A broad range of halolactones and cyclic haloethers are formed with excellent performance of the biocatalyst.

Keywords: biocatalysis; enzymes; etherification; haloperoxidases; lactones.

Abstract

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