Biocatalytic oxidation of aromatic hydroxy derivatives

Rūta Ivanec-Goranina

Doctoral dissertation

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The dissertation describes the enzyme catalyzed oxidation of phenol derivatives (FD). Based on the selected FD representatives, the model system was proposed, which was used for identification of FD biocatalytic oxidation processes. In order to avoid the enzyme inactivation during the biocatalytic FD oxidation, the surfactants were used. It was found that both surfactants and biosurfactants, used with concentrations lower than the critical micelle concentration (CMC), decrease or fully stop the enzyme inactivation and increase the conversion of FD. With surfactants and biosurfactants used over the CMC concentration, enzyme inactivation was detected during the peroxidase catalyzed FD oxidation. It was also shown that oxidation of hardly degrading compound bisphenol A can be increased by using newly discovered Coriolopsis byrsina laccase and PPSA mediator. The received results are important for intensification of biotechnological processes catalyzed by peroxidase and laccase enzymes.

The dissertation consists of introduction, 3 chapters, references and the list of author's publications. In the Introductory Chapter, the research topic, the actuality, the aim and tasks, scientific novelty and practical value of the dissertation are discussed; author's publications and conference reports are presented. The First Chapter of Dissertation is dedicated for literature overview. The FD and their environmental impact, the enzymes, catalyzing the phenol derivatives oxidation and oxidation mechanisms are described. Overview of research performed by other authors on the biocatalytic oxidation of FD is also presented. The review covers the limitations of peroxidase and laccase catalysis: peroxidase inactivation dependence on hydrogen concentration; inactivation of peroxidases and laccases during phenol derivatives oxidation; slow oxidation of hardly degrading FD; measures for eliminating the described limitations. In the Second Chapter the materials and methods are presented: fluorimetric, spectrophotometric, light scattering and dynamic light scattering. The Third Chapter presents the experimental data on: peroxidase catalyzed oxidation of 4-hydroxyphenolacetic acid and 1-hydroxypyrene; peroxidase catalyzed oxidation of phenol, 1-naphthol, 2-naphthol, 1-hydroxypyrene, 2-hydroxyanthracene, 9-phenanthrol in presence of surfactants; laccase catalyzed oxidation of bisphenol A in presence of mediator. Mathematical modeling and optimization of biocatalyzed oxidation of all investigated FD is presented. The description of 1-hydroxypyrene peroxidase catalyzed oxidation practical application is provided.

4 articles were published on the topic of dissertation: 3 of them have been included into Thomson Reuters Web of Knowledge list. The results of the dissertation have been presented in 4 scientific conferences in Lithuania and abroad. 

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