Radical mediated indirect oxidation of a PEG-coupled polycyclic aromatic hydrocarbon (PAH) model compound by fungal laccase.
A high molecular model compound of polycyclic aromatic hydrocarbon was synthesised by coupling pyrene to PEG(5000). The pyrene-PEG was used for the study of a laccase-mediator-system. To prevent direct contact between the substrate and the enzyme the two were kept in their own compartments separated by a membrane. The low molecular mediators, 1-hydroxybenzotriazole and 2, 2'-azino-bis-(3-ethylbenzothiazoline-6-sulphonic acid), which were oxidised by laccase to the corresponding radicals or cations permeated the membrane and reacted with the pyrene-PEG model compound. Oxidation of the model compound resulted in an alpha-oxidation of the alkyl-chain leading to two main oxidation products. The same oxidation products were obtained in the reaction system without a membrane.
Majcherczyk
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A
Institut für Forstbotanik, Georg-August-Universität Göttingen, Büsgenweg 2, 37077, Göttingen, Germany. amajche@gwdg.de
Johannes
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C
D002851:Chromatography, High Pressure Liquid; D042845:Laccase; D010084:Oxidation-Reduction; D010088:Oxidoreductases / Q000737:chemistry*; D011083:Polycyclic Compounds / Q000737:chemistry*; D011092:Polyethylene Glycols / Q000737:chemistry*; D011124:Polyporaceae / Q000201:enzymology*
D011083:Polycyclic Compounds; D011092:Polyethylene Glycols; D010088:Oxidoreductases; D042845:Laccase