Halogenated benzenes, naphthalenes, biphenyls and terphenyls in the environment: Their carcinogenic, mutagenic and teratogenic potential and toxic effects<sup>a</sup>

Lai, David Y.

doi:10.1080/10590508409373324

Cited by 4 publications

(4 citation statements)

References 142 publications

(78 reference statements)

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“…Halogenated organic compounds enter the environment from a variety of sources [1][2][3][4] and often persist in anaerobic habitats. These contaminants are often toxic, tend to resist conventional treatment technologies and can cause serious en-0168-6496/86/$03.50 © 1986 Federation of European Microbiological Societies vironmental and health concerns [5]. The anaerobic biodegradation of haloaromatic substrates has been demonstrated with inocula from several ecosystems [6][7][8][9][10].…”

Section: Introductionmentioning

confidence: 99%

The relationship between reductive dehalogenation and other aryl substituent removal reactions catalyzed by anaerobes

DeWeerd

1986

FEMS Microbiology Letters

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Anaerobic bacteria are known to catalyze the removal of a variety of aromatic substituents, including -COOH, -OH, -OCH 3, -CH 3, and halogens. We investigated whether reductive dehalogenation was related to other types of aryl substituent removal reactions. A dehalogenating bacterial consortium was tested for its ability to use benzoic acids substituted in the 3 position with the functional groups listed above. In addition to dehalogenation, the enrichment (as well as the dehalogenating pure culture) was able to transform 3-methoxybenzoic acid to 3-hydroxybenzoic acid without a lag. This reaction exhibited Michaelis-Menten kinetics with an apparent K m of 5 #M. To test the hypothesis that the two reactions were related, we developed a mathematical model incorporating a competitive inhibition term to account for the influence of one substrate

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Section: Introductionmentioning

confidence: 99%

The relationship between reductive dehalogenation and other aryl substituent removal reactions catalyzed by anaerobes

DeWeerd

1986

FEMS Microbiology Letters

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“…Highly chlorinated aromatic hydrocarbons (HCAH) are pollutants of concern in aquatic environments because of their persistence (Hutzinger, 1982) and toxicity (Lai, 1984). Because common degradation pathways (microbial attack, volatilization, and so on) tend to be slow for these compounds, sunlight photolysis may play an important role.…”

Section: Direct Photolysismentioning

confidence: 99%

US Geological Survey Toxic Substances Hydrology Program: Proceedings of the technical meeting, Phoenix, Arizona, September 26-30, 1988

Mallard¹

1989

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In August 1979, the subsurface was contaminated near Bemidji, Minnesota, when a pipeline burst, spilling crude oil on a glacialoutwash aquifer. After cleanup efforts were completed, approximately 400,000 liters of crude oil remained in the aquifer. In 1983, the U.S. Geological Survey began research on the mobilization, transport, and fate of petroleum derivatives at the site. In the 9 years since the spill, petroleum has moved about 30 meters downgradient as a separate fluid phase, constituents dissolved in ground water have moved 200 meters, and vapors through the unsaturated zone have moved 100 meters. Each phase continued to advance during June 1987 through Juty 1988, although the rate of advance of the plume of contaminated water was less than the calculated ground-water velocity. The petroleum source is becoming increasingly viscous, dense, and depleted in volatile compounds. The petroleum derivatives moving with ground water and through the unsaturated zone are being degraded to water, carbon dioxide, and methane. The maximum extent of ground-water contamination eventually may be controlled by the near-equilibrium condition between the rate at which the petroleum is dissolved and transported by ground water and the rate at which it is degraded by microbes. If this hypothesis is confirmed by additional long-term research, it implies that many problems of groundwater contamination by petroleum derivatives might be managed successfully without direct remedial action if the volume of the subsurface affected at the maxium extent of contamination is acceptably small.

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“…[2][3][4][5] was used to predict rates of 3-chlorobenzoate and 3-anisic acid degradation in the presence of the other substrate. [2][3][4][5] was used to predict rates of 3-chlorobenzoate and 3-anisic acid degradation in the presence of the other substrate.…”

Section: Dehalogenation and O-demethylation Kineticsmentioning

confidence: 99%

The relationship between reductive dehalogenation and other aryl substituent removal reactions catalyzed by anaerobes

DeWeerd

Suflita

Linkfield

et al. 1986

FEMS Microbiology Letters

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Anaerobic bacteria are known to catalyze the removal of a variety of aromatic substituents, including ‐COOH, ‐OH, ‐OCH3, ‐CH3, and halogens. We investigated whether reductive dehalogenation was related to other types of aryl substituent removal reactions. A dehalogenating bacterial consortium was tested for its ability to use benzoic acids substituted in the 3 position with the functional groups listed above. In addition to dehalogenation, the enrichment (as well as the dehalogenating pure culture) was able to transform 3‐methoxybenzoic acid to 3‐hydroxybenzoic acid without a lag. This reaction exhibited Michaelis‐Menten kinetics with an apparent Km of 5 μM. To test the hypothesis that the two reactions were related, we developed a mathematical model incorporating a competitive inhibition term to account for the influence of one substrate on the degradation of the other. However, experimental evidence showed no significant difference in the rates of 3‐chlorobenzoic acid or 3‐methoxybenzoic acid degradation in either the presence or absence of the other substrate. In addition, an anaerobe known to degrade methoxylated aromatic substrates was not able to transform chlorinated analogues. Finally, the isolated dechlorinating organism, strain DCB‐1 was able to transform 3‐methoxybenzoic acid in the presence of 1 mM thiosulfate, but the dehalogenation of 3‐chlorobenzoic acid under these conditions was completely inhibited. Therefore, it is unlikely that a relationship exists between dehalogenation and other anaerobic aromatic substituent removal mechanisms.

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Halogenated benzenes, naphthalenes, biphenyls and terphenyls in the environment: Their carcinogenic, mutagenic and teratogenic potential and toxic effects^a

Cited by 4 publications

References 142 publications

The relationship between reductive dehalogenation and other aryl substituent removal reactions catalyzed by anaerobes

The relationship between reductive dehalogenation and other aryl substituent removal reactions catalyzed by anaerobes

US Geological Survey Toxic Substances Hydrology Program: Proceedings of the technical meeting, Phoenix, Arizona, September 26-30, 1988

The relationship between reductive dehalogenation and other aryl substituent removal reactions catalyzed by anaerobes

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Halogenated benzenes, naphthalenes, biphenyls and terphenyls in the environment: Their carcinogenic, mutagenic and teratogenic potential and toxic effectsa

Cited by 4 publications

References 142 publications

The relationship between reductive dehalogenation and other aryl substituent removal reactions catalyzed by anaerobes

The relationship between reductive dehalogenation and other aryl substituent removal reactions catalyzed by anaerobes

US Geological Survey Toxic Substances Hydrology Program: Proceedings of the technical meeting, Phoenix, Arizona, September 26-30, 1988

The relationship between reductive dehalogenation and other aryl substituent removal reactions catalyzed by anaerobes

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Halogenated benzenes, naphthalenes, biphenyls and terphenyls in the environment: Their carcinogenic, mutagenic and teratogenic potential and toxic effects^a