Peroxidase-catalyzed coupling of phenol in the presence of model inorganic and organic solid phases.
Peroxidase-catalyzed oxidative coupling reactions of phenol in aqueous systems variously containing silica sand, cellulose, lignin, and polymethylstyrene were investigated. These four solid phase materials represent a broad spectrum of different natural geosorbent types in terms of their physicochemical characteristics. Each solid was found to influence peroxidase-catalyzed phenol coupling, either by mitigation of enzyme inactivation, by participation in cross-coupling, or by a combination of these two activities. Mitigation of enzyme inactivation was observed for those three of the four model solids found to adsorb the enzyme effectively; i.e., cellulose, silica sand, and lignin. Two solids, polymethylstyrene and lignin, were found to participate significantly in cross-coupling reactions. It is postulated that relatively hydrophilic solids can mitigate peroxidase inactivation by forming enzyme-solid associations. Aromatic structures or unsaturated C-C bonds were found to be features of the solid-phase materials that allowed them to participate in cross-coupling. The results have important implications for process feasibility assessment and the engineering design of soil/sediment remediation systems employing enzymatic coupling schemes.
Huang
Qingguo
Q
Department of Chemical Engineering, Energy and Environment Program, The University of Michigan, Ann Arbor, Michigan 48109-2099, USA.
Weber
Walter J
WJ
D001673:Biodegradation, Environmental; D002482:Cellulose / Q000737:chemistry; D004202:Disinfectants / Q000737:chemistry / Q000378:metabolism*; D008031:Lignin / Q000737:chemistry; D008962:Models, Theoretical; D010084:Oxidation-Reduction; D009195:Peroxidase / Q000494:pharmacology*; D019800:Phenol / Q000737:chemistry / Q000378:metabolism*; D011108:Polymers; D012822:Silicon Dioxide; D012989:Soil Pollutants / Q000378:metabolism*; D013343:Styrenes / Q000737:chemistry
D004202:Disinfectants; D011108:Polymers; D012989:Soil Pollutants; D013343:Styrenes; D019800:Phenol; D012822:Silicon Dioxide; D002482:Cellulose; D008031:Lignin; D009195:Peroxidase