A Photochemoenzymatic Hunsdiecker-Borodin-Type Halodecarboxylation of Ferulic Acid

Claudio Zippilli; Miguel Jimenez Bartolome; Thomas Hilberath; Lorenzo Botta; Frank Hollmann; Raffaele Saladino

doi:10.1002/cbic.202200367

A Photochemoenzymatic Hunsdiecker-Borodin-Type Halodecarboxylation of Ferulic Acid

Chembiochem. 2022 Oct 6;23(19):e202200367. doi: 10.1002/cbic.202200367. Epub 2022 Aug 23.

Authors

Claudio Zippilli^{1

2}, Miguel Jimenez Bartolome³, Thomas Hilberath², Lorenzo Botta¹, Frank Hollmann², Raffaele Saladino¹

Affiliations

¹ Department of Biological and Ecological Sciences, University of Tuscia, Via S.C. De Lellis s.n.c., 01100, Viterbo, Italy.
² Department of Biotechnology, Delft University of Technology, Van der Maasweg 9, Delft, The Netherlands.
³ Institute of Environmental Biotechnology, University of Natural Resources and Life Sciences, Vienna, Konrad Lorenz Strasse 20, 3430, Tulln, Austria.

Abstract

A photochemoenzymatic halodecarboxylation of ferulic acid was achieved using vanadate-dependent chloroperoxidase as (bio)catalyst and oxygen and organic solvent as sole stoichiometric reagents in a biphasic system. Performance and selectivity were improved through a phase transfer catalyst, reaching a turnover number of 660.000 for the enzyme.

Keywords: halodecarboxylation; phase-transfer catalysis; photobiocatalysis; photochemoenzymatic reactions; vanadium chloroperoxidase.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Catalysis
Chloride Peroxidase*
Coumaric Acids
Oxygen
Solvents
Vanadates

Substances

Coumaric Acids
Solvents
Vanadates
ferulic acid
Chloride Peroxidase
Oxygen