This Article Full Text (PDF) Alert me when this article is cited Alert me if a correction is posted Services Similar articles in this journal Similar articles in PubMed Alert me to new issues of the journal Download to citation manager Reprints and Permissions Copyright Information Books from ASM Press MicrobeWorld Citing Articles Citing Articles via HighWire Citing Articles via Google Scholar Google Scholar Articles by Bogan, B. W. Articles by Hammel, K. E. Search for Related Content PubMed PubMed Citation Articles by Bogan, B. W. Articles by Hammel, K. E. Agricola Articles by Bogan, B. W. Articles by Hammel, K. E.

 Previous Article  |  Next Article 

Appl. Environ. Microbiol., May 1996, 1788-1792, Vol 62, No. 5
Copyright © 1996, American Society for Microbiology

Fluorene Oxidation In Vivo by Phanerochaete chrysosporium and In Vitro during Manganese Peroxidase-Dependent Lipid Peroxidation

BW Bogan, RT Lamar and KE Hammel
Department of Cell and Molecular Biology, University of Wisconsin-Madison, Madison, Wisconsin 53706, and Institute for Microbial and Biochemical Technology, USDA Forest Service Forest Products Laboratory, Madison, Wisconsin 53705

The oxidation of fluorene, a polycyclic hydrocarbon which is not a substrate for fungal lignin peroxidase, was studied in liquid cultures of Phanerochaete chrysosporium and in vitro with P. chrysosporium extracellular enzymes. Intact fungal cultures metabolized fluorene to 9-hydroxyfluorene via 9-fluorenone. Some conversion to more-polar products was also observed. Oxidation of fluorene to 9-fluorenone was also obtained in vitro in a system that contained manganese(II), unsaturated fatty acid, and either crude P. chrysosporium peroxidases or purified recombinant manganese peroxidase. The oxidation of fluorene in vitro was inhibited by the free-radical scavenger butylated hydroxytoluene but not by the lignin peroxidase inhibitor NaVO(inf3). Manganese(III)-malonic acid complexes could not oxidize fluorene. These results indicate that fluorene oxidation in vitro was a consequence of lipid peroxidation mediated by P. chrysosporium manganese peroxidase. The rates of fluorene and diphenylmethane disappearance in vitro were significantly faster than those of true polycyclic aromatic hydrocarbons or fluoranthenes, whose rates of disappearance were ionization potential dependent. This result indicates that the initial oxidation of fluorene proceeds by mechanisms other than electron abstraction and that benzylic hydrogen abstraction is probably the route for oxidation.

This article has been cited by other articles:

• Steffen, K. T., Hatakka, A., Hofrichter, M. (2003). Degradation of Benzo[a]pyrene by the Litter-Decomposing Basidiomycete Stropharia coronilla: Role of Manganese Peroxidase. Appl. Environ. Microbiol. 69: 3957-3964 [Abstract] [Full Text]  
• Gutierrez, A., del Rio, J. C., Martinez-Inigo, M. J., Martinez, M. J., Martinez, A. T. (2002). Production of New Unsaturated Lipids during Wood Decay by Ligninolytic Basidiomycetes. Appl. Environ. Microbiol. 68: 1344-1350 [Abstract] [Full Text]  
• Pickard, M. A., Roman, R., Tinoco, R., Vazquez-Duhalt, R. (1999). Polycyclic Aromatic Hydrocarbon Metabolism by White Rot Fungi and Oxidation by Coriolopsis gallica UAMH 8260 Laccase. Appl. Environ. Microbiol. 65: 3805-3809 [Abstract] [Full Text]  
• Hofrichter, M., Scheibner, K., Schneegaß, I., Fritsche, W. (1998). Enzymatic Combustion of Aromatic and Aliphatic Compounds by Manganese Peroxidase from Nematoloma frowardii. Appl. Environ. Microbiol. 64: 399-404 [Abstract] [Full Text]