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Ring fission of anthracene by a eukaryote
1Department of Chemistry, College of Environmental Science and Forestry, State University of New York, Syracuse 13210.
Summary
Ligninolytic fungi can degrade polycyclic aromatic hydrocarbons (PAHs). This study shows anthracene is oxidized to anthraquinone, then phthalic acid, likely via lignin peroxidases during fungal ligninolysis.
Area of Science:
- Environmental microbiology
- Biotechnology
- Bioremediation
Background:
- Ligninolytic fungi possess a unique ability to degrade polycyclic aromatic hydrocarbons (PAHs).
- The specific enzymatic mechanisms, particularly the role of lignin peroxidases (LiPs) in vivo PAH degradation, remain largely unknown.
- Understanding these pathways is crucial for bioremediation applications.
Purpose of the Study:
- To elucidate the metabolic pathway of anthracene (AC) degradation in the ligninolytic fungus Phanerochaete chrysosporium.
- To investigate the role of lignin peroxidases (LiPs) in the initial oxidation of AC to 9,10-anthraquinone (AQ).
- To determine if LiPs are essential for the in vivo degradation of PAHs.
Main Methods:
- Utilized chromatographic and isotope dilution techniques to track anthracene (AC) and 9,10-anthraquinone (AQ) metabolism.
- Cultured Phanerochaete chrysosporium under specific ligninolytic conditions.
- Analyzed ring-fission metabolites, specifically phthalic acid, to identify degradation intermediates.
Main Results:
- Phanerochaete chrysosporium rapidly oxidized anthracene (AC) to 9,10-anthraquinone (AQ).
- Both AC and AQ were significantly mineralized, with phthalic acid identified as a common ring-fission metabolite.
- Phthalate production from AQ was observed exclusively under ligninolytic culture conditions, suggesting enzyme involvement.
Conclusions:
- The primary pathway for anthracene degradation in Phanerochaete chrysosporium is AC → AQ → phthalate + CO2.
- This pathway is likely mediated by lignin peroxidases (LiPs) and other enzymes involved in ligninolytic metabolism.
- These findings provide evidence for the in vivo role of LiPs in initiating PAH degradation by fungi.