Literature DB >> 1953305

Biodegradation of 1-nitropyrene.

M A Heitkamp1, J P Freeman, D W Miller, C E Cerniglia.   

Abstract

The metabolism of 14C-labeled 1-nitropyrene in microcosms containing nonsterile estuarine sediments, and in cultures of a Mycobacterium sp. previously isolated from oil-contaminated sediments was investigated. Although mineralization of 1-nitropyrene by pure cultures of the Mycobacterium sp. totaled only 12.3% after 10 days of incubation, over 80% of the ethyl acetate extractable 14C-labeled compounds consisted of 1-nitropyrene metabolites. High pressure liquid chromatographic analysis of 1-nitropyrene degradation products indicated that two major metabolites were formed. They were identified as 1-nitropyrene cis-9,10- and 4,5-dihydrodiols, based on their UV-visible, mass and NMR spectra. Time course studies in microcosms showed that 1-nitropyrene was degraded slowly under aerobic and anaerobic conditions in estuarine sediments. Less than 1% had been converted to 14CO2 after 8 weeks of aerobic incubation. The addition of 1-nitropyrene to anaerobic sediments resulted in no 14CO2 evolution; however, the nitro group of 1-nitropyrene was reduced to form 1-aminopyrene. Although the mineralization of 1-nitropyrene in sediments was slow, the Mycobacterium sp. metabolized 1-nitropyrene in pure culture. This bacterium appears promising for the bioremediation of this ubiquitous pollutant in contaminated waste.

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Year:  1991        PMID: 1953305     DOI: 10.1007/bf00249119

Source DB:  PubMed          Journal:  Arch Microbiol        ISSN: 0302-8933            Impact factor:   2.552


  28 in total

1.  Tumorigenicity and metabolism of 1-nitropyrene in A/J mice.

Authors:  K El-Bayoumy; S S Hecht; T Sackl; G D Stoner
Journal:  Carcinogenesis       Date:  1984-11       Impact factor: 4.944

2.  Identification and mutagenicity of metabolites of 1-nitropyrene formed by rat liver.

Authors:  K El-Bayoumy; S S Hecht
Journal:  Cancer Res       Date:  1983-07       Impact factor: 12.701

3.  The role of intestinal microflora in the metabolic reduction of 1-nitropyrene to 1-aminopyrene in conventional and germfree rats and in humans.

Authors:  K El-Bayoumy; C Sharma; Y M Louis; B Reddy; S S Hecht
Journal:  Cancer Lett       Date:  1983-07       Impact factor: 8.679

4.  Formation of DNA adducts in vitro and in Salmonella typhimurium upon metabolic reduction of the environmental mutagen 1-nitropyrene.

Authors:  P C Howard; R H Heflich; F E Evans; F A Beland
Journal:  Cancer Res       Date:  1983-05       Impact factor: 12.701

5.  Carcinogenicity in rats of the mutagenic compounds 1-nitropyrene and 3-nitrofluoranthene.

Authors:  H Ohgaki; N Matsukura; K Morino; T Kawachi; T Sugimura; K Morita; H Tokiwa; T Hirota
Journal:  Cancer Lett       Date:  1982-01       Impact factor: 8.679

6.  Nitration of carcinogenic and non-carcinogenic polycyclic aromatic hydrocarbons results in products able to induce transformation of Syrian hamster cells.

Authors:  J A DiPaolo; A J DeMarinis; F L Chow; R C Garner; C N Martin; J Doniger
Journal:  Carcinogenesis       Date:  1983       Impact factor: 4.944

7.  1-Nitrosopyrene: an intermediate in the metabolic activation of 1-nitropyrene to a mutagen in Salmonella typhimurium TA1538.

Authors:  R H Heflich; P C Howard; F A Beland
Journal:  Mutat Res       Date:  1985-03       Impact factor: 2.433

8.  The extraordinary mutagenicity of nitropyrenes in bacteria.

Authors:  R Mermelstein; D K Kiriazides; M Butler; E C McCoy; H S Rosenkranz
Journal:  Mutat Res       Date:  1981-07       Impact factor: 2.433

9.  Nitrated polycyclic aromatic hydrocarbons: potent bacterial mutagens and stimulators of DNA repair synthesis in cultured human cells.

Authors:  J Campbell; G C Crumplin; J V Garner; R C Garner; C N Martin; A Rutter
Journal:  Carcinogenesis       Date:  1981       Impact factor: 4.944

10.  Mutagenicity of derivatives and metabolites of 1-nitropyrene: activation by rat liver S9 and bacterial enzymes.

Authors:  L M Ball; M J Kohan; L D Claxton; J Lewtas
Journal:  Mutat Res       Date:  1984 Nov-Dec       Impact factor: 2.433

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  5 in total

Review 1.  Epidemiology of infection by nontuberculous mycobacteria.

Authors:  J O Falkinham
Journal:  Clin Microbiol Rev       Date:  1996-04       Impact factor: 26.132

2.  Dynamic Response of Mycobacterium vanbaalenii PYR-1 to BP Deepwater Horizon Crude Oil.

Authors:  Seong-Jae Kim; Ohgew Kweon; John B Sutherland; Hyun-Lee Kim; Richard C Jones; Brian L Burback; Steven W Graves; Edward Psurny; Carl E Cerniglia
Journal:  Appl Environ Microbiol       Date:  2015-04-17       Impact factor: 4.792

3.  Degradation of phenanthrene and anthracene by cell suspensions of Mycobacterium sp. strain PYR-1.

Authors:  J D Moody; J P Freeman; D R Doerge; C E Cerniglia
Journal:  Appl Environ Microbiol       Date:  2001-04       Impact factor: 4.792

4.  Reduction and mutagenic activation of nitroaromatic compounds by a Mycobacterium sp.

Authors:  F Rafii; A L Selby; R K Newton; C E Cerniglia
Journal:  Appl Environ Microbiol       Date:  1994-12       Impact factor: 4.792

5.  Pleiotropic and epistatic behavior of a ring-hydroxylating oxygenase system in the polycyclic aromatic hydrocarbon metabolic network from Mycobacterium vanbaalenii PYR-1.

Authors:  Ohgew Kweon; Seong-Jae Kim; Dae-Wi Kim; Jeong Myeong Kim; Hyun-lee Kim; Youngbeom Ahn; John B Sutherland; Carl E Cerniglia
Journal:  J Bacteriol       Date:  2014-07-28       Impact factor: 3.490

  5 in total

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