A spectroscopic characterization of a phenolic natural mediator in the laccase biocatalytic reaction |
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| Affiliation: | 1. INFIQC (CONICET — Universidad Nacional de Córdoba), Departamento de Físicoquimica, Facultad de Ciencias Químicas, Universidad Nacional de Córdoba, Ciudad Universitaria, 5000 Córdoba, Argentina;2. INFIQC (CONICET — Universidad Nacional de Córdoba), Departamento de Matemática y Física, Facultad de Ciencias Químicas, Universidad Nacional de Córdoba, Ciudad Universitaria, 5000 Córdoba, Argentina;1. Chair of Orthopaedics, Faculty of Medicine, University of Ljubljana, Vrazov trg 2, SI-1000 Ljubljana, Slovenia;2. Laboratory of Clinical Biophysics, Faculty of Health Sciences, University of Ljubljana, Zdravstvena pot 5, SI-1000 Ljubljana, Slovenia;3. Department of Rheumatology, University Medical Centre Ljubljana, Vodnikova 62, SI-1000 Ljubljana, Slovenia;4. Faculty of Mathematics, Natural Sciences and Information Technologies, University of Primorska, Glagoljaška 8, SI-6000 Koper, Slovenia;5. University of Manchester and Royal Infirmary, Division of Medicine, Oxford Road, Manchester M13 9WL, UK;1. Key Laboratory of Functional Inorganic Material Chemistry (MOE), School of Chemistry Materials Science, Heilongjiang University, No. 74, Xuefu Road, Nangang District, Harbin 150080, PR China;2. Key Laboratory of Chemical Engineering Process & Technology for High-efficiency Conversion, College of Heilongjiang Province, No. 74, Xuefu Road, Nangang District, Harbin 150080, PR China;3. School of Electronic Engineering, Heilongjiang University, Harbin 150080, PR China |
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| Abstract: | Multi-frequency ESR combined with NALDI-TOF MS has been used for the characterization of 3,5-dimethoxy-4-hydroxyacetophenone radical intermediate and by-products formed during the Coriolopsis gallica laccase catalytic reaction. A stable radical species is formed and an intense and well-structured ESR spectrum was detected and fully characterized at S-, X- and W-bands. The presence of by-products generated as the result of by-reactions has been investigated and analyzed through NALDI-TOF MS, performing the experiments versus time. The superior radical stability of such phenoxy radical, due to steric hindrance in ortho to the phenol group and the great delocalization of the unpaired electron on the acetyl substituent, makes acetosyringone particularly interesting for biotechnological applications. This represents a good example for the development of new stable laccase mediator molecules. |
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| Keywords: | Acetosyringone Radical intermediate Laccase Multifrequency ESR NALDI-TOF MS |
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