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

 Previous Article  |  Next Article 

Applied and Environmental Microbiology, February 1999, p. 674-679, Vol. 65, No. 2
0099-2240/99/$04.00+0
Copyright © 1999, American Society for Microbiology. All rights reserved.

De Novo Synthesis of 4,5-Dimethoxycatechol and 2,5-Dimethoxyhydroquinone by the Brown Rot Fungus Gloeophyllum trabeumdagger

Andrzej Paszczynski,1 Ronald Crawford,1,* David Funk,1 and Barry Goodell2

Institute for Molecular and Agricultural Genetic Engineering and Department of Microbiology, Molecular Biology, and Biochemistry, University of Idaho, Moscow, Idaho 83844-1052,1 and Department of Wood Science and Technology, University of Maine, Orono, Maine 044692

Received 24 August 1998/Accepted 4 November 1998

The new dimethoxycatechol 4,5-dimethoxy-1,2-benzenediol (DMC) and the new dimethoxyhydroquinone 2,5-dimethoxy-1,4-benzenediol (DMH) were isolated from stationary cultures of the brown rot fungus Gloeophyllum trabeum growing on a glucose mineral medium protected from light. The structure was elucidated by gas chromatography-mass spectrometry through comparison to a synthetic standard. Further confirmation was obtained by forming a dimethoxyoxazole derivative by condensation of DMC with methylene chloride and through examination of methylated derivatives. DMC and DMH may serve as ferric chelators, oxygen-reducing agents, and redox-cycling molecules, which would include functioning as electron transport carriers to Fenton's reactions. Thus, they appear to be important components of the brown rot decay system of the fungus.

* Corresponding author. Mailing address: Institute for Molecular and Agricultural Genetic Engineering and Department of Microbiology, Molecular Biology, and Biochemistry, University of Idaho, Moscow, ID 83844-1052. Phone: (208) 885-6580. Fax: (208) 885-5741. E-mail: crawford{at}uidaho.edu.

dagger Publication no. 98502 of the Idaho Agricultural Experiment Station.

Applied and Environmental Microbiology, February 1999, p. 674-679, Vol. 65, No. 2
0099-2240/99/$04.00+0
Copyright © 1999, American Society for Microbiology. All rights reserved.


This article has been cited by other articles:

  • Daniel, G., Volc, J., Filonova, L., Plihal, O., Kubatova, E., Halada, P. (2007). Characteristics of Gloeophyllum trabeum Alcohol Oxidase, an Extracellular Source of H2O2 in Brown Rot Decay of Wood. Appl. Environ. Microbiol. 73: 6241-6253 [Abstract] [Full Text]  
  • Cohen, R., Suzuki, M. R., Hammel, K. E. (2005). Processive Endoglucanase Active in Crystalline Cellulose Hydrolysis by the Brown Rot Basidiomycete Gloeophyllum trabeum. Appl. Environ. Microbiol. 71: 2412-2417 [Abstract] [Full Text]  
  • Cohen, R., Suzuki, M. R., Hammel, K. E. (2004). Differential Stress-Induced Regulation of Two Quinone Reductases in the Brown Rot Basidiomycete Gloeophyllum trabeum. Appl. Environ. Microbiol. 70: 324-331 [Abstract] [Full Text]  
  • Varela, E., Tien, M. (2003). Effect of pH and Oxalate on Hydroquinone-Derived Hydroxyl Radical Formation during Brown Rot Wood Degradation. Appl. Environ. Microbiol. 69: 6025-6031 [Abstract] [Full Text]  
  • Jensen, K. A. Jr., Ryan, Z. C., Vanden Wymelenberg, A., Cullen, D., Hammel, K. E. (2002). An NADH:Quinone Oxidoreductase Active during Biodegradation by the Brown-Rot Basidiomycete Gloeophyllum trabeum. Appl. Environ. Microbiol. 68: 2699-2703 [Abstract] [Full Text]  
  • Kamada, F., Abe, S., Hiratsuka, N., Wariishi, H., Tanaka, H. (2002). Mineralization of aromatic compounds by brown-rot basidiomycetes - mechanisms involved in initial attack on the aromatic ring. Microbiology 148: 1939-1946 [Abstract] [Full Text]  
  • Jensen, K. A. Jr., Houtman, C. J., Ryan, Z. C., Hammel, K. E. (2001). Pathways for Extracellular Fenton Chemistry in the Brown Rot Basidiomycete Gloeophyllum trabeum. Appl. Environ. Microbiol. 67: 2705-2711 [Abstract] [Full Text]  
  • Schlosser, D., Fahr, K., Karl, W., Wetzstein, H.-G. (2000). Hydroxylated Metabolites of 2,4-Dichlorophenol Imply a Fenton-Type Reaction in Gloeophyllum striatum. Appl. Environ. Microbiol. 66: 2479-2483 [Abstract] [Full Text]  


Copyright © 2009 by the American Society for Microbiology.   For an alternate route to Journals.ASM.org, visit: http://intl-journals.asm.org | More Info»