The synthesis of [ring‐U‐14C] DDD from [ring‐U‐14C] DDT using rat liver homogenate

Fawcett, S.; King, Laurence J.; Stanley, P.I.; Bunyan, P. J.

doi:10.1002/jlcr.2580181112

Cited by 3 publications

(2 citation statements)

References 6 publications

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“…Biphenyl, DDD (97% pure), 4‐chlorobenzaldehyde, 4‐chlorobenzoic acid, 4‐chloroacetophenone and 4‐chlorophenylacetic acid were purchased from Aldrich Chemical (Milwaukee, WI, USA). UL [ 14 C]DDD (97% pure) was prepared from [ 14 C]DDT (>99.9% pure, specific activity 18.7 μCi mmol −1 ) according to the method of Fawcett et al [11]. The 3% impurity was identified as 1‐chloro‐2,2‐bis(4‐chlorophenyl)ethylene by gas chromatography‐mass spectrometry (GC‐MS), all other chemicals were of the highest purity available.…”

Section: Methodsmentioning

confidence: 99%

Transformation of 1,1-dichloro-2,2-(4-chlorophenyl)ethane (DDD) by Ralstonia eutropha strain A5

Focht

2000

FEMS Microbiology Ecology

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Evidence is presented demonstrating the ability of Ralstonia eutropha A5 to degrade 1,1-dichloro-2,2-bis(4-chlorophenyl)ethane (DDD) aerobically. Strain A5 was able to effect significant transformation of [(14)C]DDD: the hexane extractable radioactivity decreased to approximately 50% of the controls while more than 25% of the total radioactivity became associated with the acidified culture supernatant. There was also an increase in the amount of radioactivity associated with the cell pellet when compared to the biotic control. A meta-fission pathway for the degradation of DDD is proposed based on the recovery of seven chlorinated metabolites identified by gas chromatography-mass spectrometry analysis.

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Section: Methodsmentioning

confidence: 99%

Transformation of 1,1-dichloro-2,2-(4-chlorophenyl)ethane (DDD) by Ralstonia eutropha strain A5

Focht

2000

FEMS Microbiology Ecology

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“…Biphenyl, DDD (97% pure), 4-chlorobenzaldehyde, 4chlorobenzoic acid, 4-chloroacetophenone and 4-chlorophenylacetic acid were purchased from Aldrich Chemical (Milwaukee, WI, USA). UL [ 14 C]DDD (97% pure) was prepared from [ 14 C]DDT ( s 99.9% pure, speci¢c activity 18.7 WCi mmol 31 ) according to the method of Fawcett et al [11]. The 3% impurity was identi¢ed as 1-chloro-2,2bis(4-chlorophenyl)ethylene by gas chromatography-mass spectrometry (GC-MS), all other chemicals were of the highest purity available.…”

Section: Chemicalsmentioning

confidence: 99%

Transformation of 1,1-dichloro-2,2-(4-chlorophenyl)ethane (DDD) by Ralstonia eutropha strain A5

Hay

2000

FEMS Microbiology Ecology

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Evidence is presented demonstrating the ability of Ralstonia eutropha A5 to degrade 1,1‐dichloro‐2,2‐bis(4‐chlorophenyl)ethane (DDD) aerobically. Strain A5 was able to effect significant transformation of [14C]DDD: the hexane extractable radioactivity decreased to approximately 50% of the controls while more than 25% of the total radioactivity became associated with the acidified culture supernatant. There was also an increase in the amount of radioactivity associated with the cell pellet when compared to the biotic control. A meta‐fission pathway for the degradation of DDD is proposed based on the recovery of seven chlorinated metabolites identified by gas chromatography‐mass spectrometry analysis.

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The metabolism of¹⁴C-DDT,¹⁴C-DDD,¹⁴C-DDE and¹⁴C-DDMU in rats and Japanese quail

et al. 1987

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The metabolism and excretion of 14C-DDT, 14C-DDD, 14C-DDE and 14C-DDMU were compared in male rats and male Japanese quail after i.p. injection. The rate of excretion of radioactivity was greater in the rat than in the quail for all compounds except DDMU. Skin and fat were major sites of residual radioactivity in both species, the compound administered and DDE accounting for most of the radioactivity except in the case of DDMU. The four radiolabelled compounds were all present in significant quantities in excreta of both species in unchanged forms. The metabolic patterns for DDT and DDD were similar in rat and quail, except that the rat formed 2,2-di(4-chlorophenyl)ethanol (DDOH) from DDT while the quail did not. Rat and quail metabolized DDE and DDMU differently. Ring-hydroxylated derivatives of DDE were formed only in the rat and analogous metabolites of DDMU were produced only by quail. Both species produced di(4-chlorophenyl)acetic acid as a metabolite of all four compounds administered, although the formation was generally less and slower in quail than rat. Comparative metabolism of DDMU with the other compounds indicated that this compound is not a metabolic intermediate in the metabolism of DDT in either rat or quail.

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The synthesis of [ring‐U‐¹⁴C] DDD from [ring‐U‐¹⁴C] DDT using rat liver homogenate

Cited by 3 publications

References 6 publications

Transformation of 1,1-dichloro-2,2-(4-chlorophenyl)ethane (DDD) by Ralstonia eutropha strain A5

Transformation of 1,1-dichloro-2,2-(4-chlorophenyl)ethane (DDD) by Ralstonia eutropha strain A5

Transformation of 1,1-dichloro-2,2-(4-chlorophenyl)ethane (DDD) by Ralstonia eutropha strain A5

The metabolism of¹⁴C-DDT,¹⁴C-DDD,¹⁴C-DDE and¹⁴C-DDMU in rats and Japanese quail

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The synthesis of [ring‐U‐14C] DDD from [ring‐U‐14C] DDT using rat liver homogenate

Cited by 3 publications

References 6 publications

Transformation of 1,1-dichloro-2,2-(4-chlorophenyl)ethane (DDD) by Ralstonia eutropha strain A5

Transformation of 1,1-dichloro-2,2-(4-chlorophenyl)ethane (DDD) by Ralstonia eutropha strain A5

Transformation of 1,1-dichloro-2,2-(4-chlorophenyl)ethane (DDD) by Ralstonia eutropha strain A5

The metabolism of14C-DDT,14C-DDD,14C-DDE and14C-DDMU in rats and Japanese quail

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The synthesis of [ring‐U‐¹⁴C] DDD from [ring‐U‐¹⁴C] DDT using rat liver homogenate

The metabolism of¹⁴C-DDT,¹⁴C-DDD,¹⁴C-DDE and¹⁴C-DDMU in rats and Japanese quail