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Singlet oxygen generation by peroxidases and peroxygenases for chemo-enzymatic synthesis

  • Singlet oxygen is a reactive oxygen species undesired in living cells but a rare and valuable reagent in chemical synthesis. We present a fluorescence spectroscopic analysis of the singlet‐oxygen formation activity of commercial peroxidases and novel peroxygenases. Singlet‐oxygen sensor green (SOSG) is used as fluorogenic singlet oxygen trap. Establishing a kinetic model for the reaction cascade to the fluorescent SOSG endoperoxide permits a kinetic analysis of enzymatic singlet‐oxygen formation. All peroxidases and peroxygenases show singlet‐oxygen formation. No singlet oxygen activity could be found for any catalase under investigation. Substrate inhibition is observed for all reactive enzymes. The commercial dye‐decolorizing peroxidase industrially used for dairy bleaching shows the highest singlet‐oxygen activity and the lowest inhibition. This enzyme was immobilized on a textile carrier and successfully applied for a chemical synthesis. Here, ascaridole was synthesized via enzymatically produced singlet oxygen.

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Author: Kim N. Ingenbosch, Stephan Quint, Melanie Dyllick-Brenzinger, Dennis S. Wunschik, Jan Kiebist, Philipp Süss, Ute Liebelt, Ralf Zuhse, Ulf Menyes, Katrin Scheibner, Christian Mayer, Klaus Opwis, Jochen S. Gutmann, Kerstin Hoffmann-Jacobsen
DOI:https://doi.org/10.1002/cbic.202000326
ISSN:1439-7633
ISSN:1439-4227
Title of the source (English):ChemBioChem
Document Type:Scientific journal article peer-reviewed
Language:English
Year of publication:2021
Tag:Peroxygenase
Volume/Year:22
Issue number:2
First Page:398
Last Page:407
Faculty/Chair:Fakultät 2 Umwelt und Naturwissenschaften / FG Enzymtechnologie
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