Novel laccase redox mediators |
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Authors: | S. V. Shleev I. Gvon Khan I. G. Gazaryan O. V. Morozova A. I. Yaropolov |
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Affiliation: | (1) A.N. Bach Institute of Biochemistry, Russian Academy of Sciences, Leninsky Pr. 33, 119071 Moscow, Russia;(2) Federal State Unitary Enterprise, The State Scientific Center “NIOPIK”, B. Sadovayaj, 123995 Moscow, Russia;(3) Department of Chemical Enzymology, Faculty of Chemistry, M. V. Lomonosov Moscow State University, 119899 Moscow, Russia;(4) Burke Medical Research Institute, 785 Mamaroneck Avenue, 10605 White Plains, NY |
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Abstract: | The screening of potential redox mediators for laccase was performed using homogeneous enzyme preparations from Coriolus hirsutus and Coriolus zonatus. It was discovered that derivatives of 1-phenyl-3-methyl-pyrazolones were efficient substrates for the laccases. The characterization of two representatives of the 1-phenyl-pyrazolone class, sodium 1-phenyl-3-methyl-4-methylamino-pyrazolone-5-N(4)-methanesulfonate and 1-(3′-sulfophenyl)-3-methylpyrazolone-5, in the reaction catalyzed by laccase was carried out using spectral, electrochemical, and enzyme kinetics methods. The kinetic parameters for the oxidation of the newly discovered substrates were comparable with those for 2,2′-azino-bis (3-ethylbenzthiazoline-6-sulfonate) (ABTS) oxidation by laccase. Electrochemical experiments demonstrated that oxidation of these compounds yielded two high-potential intermediates capable of oxidizing veratryl alcohol, which was used as a lignin model substrate, to the corresponding aldehyde and acid. 1-(3′-Sulfophenyl)-3-methylpyrazolone-5 was about 30–40% as effective in degrading veratryl alcohol compared to ABTS as judged from high-performance liquid chromatography kinetic studies. 1-Phenyl-3-methyl-pyrazolones may be of commerical interest for oxidoreductase-catalyzed biodegradation of organic compounds. |
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Keywords: | Laccase mediator lignin redox potential 1-phenyl-3-methyl-pyrazolone |
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