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Transformation of difluorinated phenols by Penicillium frequentans Bi 7/2
Authors:Ulrike Wunderwald  Martin Hofrichter  Günter Kreisel  Wolfgang Fritsche
Affiliation:1. Institut für Technische Chemie, Universit?t Jena, Lessingstrasse 12, 07743, Jena, Germany
2. Institut für Mikrobiologie, Bereich Technische Mikrobiologie, Universit?t Jena, Philosophenweg 12, 07743, Jena, Germany
Abstract:The Penicillium frequentans strain Bi 7/2, using phenol as a sole source of carbon and energy,transformed the fluorinated phenols 2,3-, 2,4-, 2,5-and 3,4-difluorophenol rapidly. After growth on phenol, resting mycelia of the fungus converted the difluorophenols completely at an initial concentration of 0.5 mM within 6 hours. The corresponding difluorinated catechols were found to be intermediates of all difluorophenols investigated. A relatively unspecific phenol hydroxylase catalyzed this hydroxylation step and showed activities towards all difluorophenols tested. One difluorocatechol was formed from each difluorophenol substituted with fluorine in the ortho-position, whereas two catechols were formed from 3,4-difluorophenol, due to its two vacant ortho-positions. A partial defluorination (50-77%) was observed in all cases. This revised version was published online in August 2006 with corrections to the Cover Date.
Keywords:defluorination  difluorocatechols  difluorophenols  metabolism  Penicillium  phenol hydroxylase
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