Vanadium-Containing Chloroperoxidase-Catalyzed Versatile Valorization of Phenols and Phenolic Acids
Huanhuan Li (Xi’an Jiaotong University)
Peigao Duan (Xi’an Jiaotong University)
Yawen Huang (Chinese Academy of Sciences)
Chengsen Cui (Chinese Academy of Sciences)
Frank Hollmann (TU Delft - BT/Biocatalysis)
Yunjian Ma (South China University of Technology)
Yonghua Wang (South China University of Technology)
Jie Zhang (Chinese Academy of Sciences)
W Liu (Chinese Academy of Sciences)
Wuyuan Zhang (Chinese Academy of Sciences)
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Abstract
The downstream product transformation of lignin depolymerization is of great interest in the production of high-value aromatic chemicals. However, this transformation is often impeded by chemical oxidation under harsh reaction conditions. In this study, we demonstrate that hypohalites generated in situ by the vanadium-containing chloroperoxidase from Curvularia inaequalis (CiVCPO) can halogenate various electron-rich and electron-poor phenol and phenolic acid substrates. Specifically, CiVCPO enabled decarboxylative halogenation, deformylative halogenation, halogenation, and direct oxidation reactions. The versatile transformation routes for the valorization of phenolic compounds showed up to 99% conversion and 99% selectivity, with a turnover number of 60,700 and a turnover frequency of 60 s-1 for CiVCPO. This study potentially expands the biocatalytic toolbox for lignin valorization.