Journal article

Publication year: 2022

Pages: e202101408-

Journal: ChemCatChem

Volume number: 14

Issue number: 3

ISSN: 1867-3880

DOI Link: https://doi.org/10.1002/cctc.202101408

Publisher: Wiley

Abstract: 
Whole-cell cultures of the basidiomycetous white-rot fungus Dichomitus albidofuscus exhibit varying catalytic activity towards aromatic compounds depending on the growth stage. This study reveals the catalytic behavior of mature whole-cell cultures that effectively catalyze a C-C bond cleavage oxidizing toluene, benzaldehyde and acetophenone to phenol. The reaction products were analyzed by GC-MS and NMR techniques. To exclude the de novo formation of phenol by the fungus, its origin has been proven by bioconversion of benzaldehyde-d5. The key step involves an aerobic Baeyer-Villiger type rearrangement where the incorporation of oxygen into the product was confirmed based on isotope labelling experiments with O-18(2). Intermediate esters were not found in reaction mixture presumably due to the detected esterase activity in the mycelium as well as in supernatant of the whole-cell cultures. As a result, the sequence of biocatalytic reactions catalyzed by D. albidofuscus for the degradation of toluene via C-C bond cleavage has been disclosed.

Harvard Citation style: Zhuk, T., Babkina, V. and Zorn, H. (2022) Aerobic C-C Bond Cleavage Catalyzed by Whole-Cell Cultures of the White-Rot Fungus Dichomitus albidofuscus, ChemCatChem, 14(3), p. e202101408. https://doi.org/10.1002/cctc.202101408

APA Citation style: Zhuk, T., Babkina, V., & Zorn, H. (2022). Aerobic C-C Bond Cleavage Catalyzed by Whole-Cell Cultures of the White-Rot Fungus Dichomitus albidofuscus. ChemCatChem. 14(3), e202101408. https://doi.org/10.1002/cctc.202101408