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Fungal metabolism of 3‐nitrofluoranthene

 

作者: JairajV. Pothuluri,   FrederickE. Evans,   ThomasM. Heinze,   CarlE. Cerniglia,  

 

期刊: Journal of Toxicology and Environmental Health  (Taylor Available online 1994)
卷期: Volume 42, issue 2  

页码: 209-218

 

ISSN:0098-4108

 

年代: 1994

 

DOI:10.1080/15287399409531874

 

出版商: Taylor & Francis Group

 

数据来源: Taylor

 

摘要:

We investigated the metabolism of 3‐nitrofluoranthene by filamentous fungus, Cunning‐hamella elegans ATCC 36112. Cunninghamella elegans metabolized about 72% of the 3‐nitro[3,4‐14C]fluoranthene added during 144 h of incubation to 2 major metabolites. These metabolites were separated by reversed‐phase high‐performance liquid chromatography and identified as 3‐nitrofluoranthene‐8‐sulfate and 3‐nitrofluoranthene‐9‐sulfate by ‘H nuclear magnetic resonance, UV‐visible, and mass spectral techniques. These results, in conjunction with previous studies on the fungal metabolism of fluoranthene, indicate that the nitro substituent at the C‐3 position of fluoranthene sterically hinders epoxidation and shifts metabolism to the C‐8 and C‐9 positions. Since the phenolic microsomal metabolites of 3‐nitrofluoranthene are mutagenic, the formation of sulfate conjugates of 8‐ and 9‐hydroxy‐3‐nitrofluoranthene by C. elegans suggests that the fungal metabolic pathways may be beneficial for detoxification of this ubiquitous pollutant.

 

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