Incubation of 14C-trichloroethylene vapor with rat liver microsomes: Uptake of radioactivity and covalent protein binding of metabolites

Bolt, Hermann M.; Buchter, Axel; Wolowski, L.; Gil, D.L.; Bolt, W

doi:10.1007/bf00380890

Cited by 27 publications

(5 citation statements)

References 16 publications

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“…However, the observed half-life (which is related to metabolic processes) of carbon tetrachloride is very much longer than that of the two chlorinated ethylenes examined. The more rapid metabolism of vinyl chloride and of trichloroethylene may be related to the common primary metabolic step which both compounds are thought to share, i.e., the formation of the epoxide intermediate (3,(5)(6)(7)(8)(9)(10)(11)(12)27). These epoxides also are probably involved in covalent binding to nucleophilic centers of macromolecules (3, 8, 12, 27).…”

Section: Discussionmentioning

confidence: 99%

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Irreversible binding of chlorinated ethylenes to macromolecules

Bolt¹,

Filser²

1977

Environ Health Perspect

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Rats have been exposed in a closed system to the chlorinated ethylenes vinyl chloride and trichloroethylene and to carbon tetrachloride as a reference compound. Data of uptake of the compounds, of urinary excretion of metabolites, and of exhalation after exposure show that the chlorinated ethylenes are metabolized much faster than carbon tetrachloride, probably due to their common ethylene structure. To eliminate differences in uptake, calculation of metabolites of the three compounds in tissues was based on the amount actually taken up by the animals. Vinyl chloride, trichloroethylene, and carbon tetrachloride showed irreversible binding of metabolites to tissue proteins, mainly of the liver. Irreversible protein binding of either of these compounds ranged within the same order of magnitude, if related to the amount of compound which had been taken up. Also, no differences in the relative portion of irreversibly bound metabolites were found after exposure to different atmospheric concentrations of the three compounds. As already shown for vinyl chloride, trichloroethylene is metabolized in vitro by rat liver microsomes in presence of NADPH-regenerating system to intermediates that irreversibly bind to proteins. Albumin (bovine and rabbit) was a preferred target for binding. In contrast to vinyl chloride, significant irreversible binding of trichloroethylene metabolites also occurred to non-SH-proteins (γ-globulin, concanavalin A) and to polylysine. Hence it should be inferred that, unlike vinyl chloride, trichloroethylene metabolites not only bind to sulfhydryl groups but also, to a lesser extent, to free amino groups of proteins.

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Section: Discussionmentioning

confidence: 99%

“…It is well established that metabolites of vinyl chloride (8, 9, 11) and trichloroethylene (10,17) ir-reversibly (or covalently) bind to proteins. The same has also been reported for compounds like carbon tetrachloride (18)(19)(20)(21) or halothane (22)(23)(24).…”

Section: Irreversible Binding To Tissue Proteins In Vivomentioning

confidence: 99%

Irreversible binding of chlorinated ethylenes to macromolecules

Bolt¹,

Filser²

1977

Environ Health Perspect

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“…1,2-14Trichloroethylene vapor was incubated in an all-glass incubation system with rat liver microsomes and NADPH-regenerating system as described elsewhere (10,11). Soluble proteins were added to the microsomal incubation, and irreversible binding of trichloroethylene metabolites to these proteins was determined.…”

Section: Incubations In Vitromentioning

confidence: 99%

“…It is well established that metabolites of vinyl chloride (8, 9, 11) and trichloroethylene (10,17) ir-December 1Y77 …”

Section: Irreversible Bindin To Tissue Proteins In Vivomentioning

confidence: 99%

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Irreversible Binding of Chlorinated Ethylenes to Macromolecules

Bolt¹,

Filser²

1977

Environmental Health Perspectives

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JSTOR is a not-for-profit service that helps scholars, researchers, and students discover, use, and build upon a wide range of content in a trusted digital archive. We use information technology and tools to increase productivity and facilitate new forms of scholarship. For more information about JSTOR, please contact support@jstor.org.. The National Institute of Environmental Health Sciences (NIEHS) andBrogan & Partners are collaborating with JSTOR to digitize, preserve and extend access to Environmental Health Perspectives. Rals have been eyosod in a dooed system to {be cll ethyEes Xyl d and ethylenfe and to t as a renoe _1. Data of e of tbe ||1|>b, of uy s i . _ ws . s v i i s s A ) ew qng anc r uc ear, soslonSwass. ana Ucarbon tetrachloride was purchased from the Radiochemical Centres Amersham, England. Exposure of RatsMale Wistar rats 200-250 gs were exposed in a closed all-glass system (volume 10.3 liters) to an atmosphere containing the 14C-labeled halogenated hydrocarbon. This system has been described elsewhere (13). Decline of radiactivity in the atmosphere of the system was followed by liquid scintillation counting (13). Concentration of haloge- December 1977 197

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Trichlorethen [BAT Value Documentation in German language, 1986]

Bolt¹

2012

The MAK‐Collection for Occupational Health and Safety

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Veröffentlicht in der Reihe Biologische Arbeitsstoff‐Toleranz‐Werte (BAT‐Werte) und Expositionsäquivalente für krebserzeugende Arbeitsstoffe (EKA) , 3. Lieferung, Ausgabe 1986 Der Artikel enthält folgende Kapitel: Metabolismus und Kinetik Metabolismus Kinetik Kritische Toxizität Kardiotoxizität Leberschädigung Nephrotoxische Wirkungen Wirkungen auf das ZNS Interaktion mit der Proteinbindung von Arzneimitteln Auswahl geeigneter Indikatoren Belastungsindikatoren Beanspruchungsindikatoren Empfohlene Untersuchungsmethoden Belastung und Beanspruchung Begriffsdefinitionen Evaluierung des BAT‐Wertes Interpretation von Untersuchungsdaten

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Incubation of 14C-trichloroethylene vapor with rat liver microsomes: Uptake of radioactivity and covalent protein binding of metabolites

Cited by 27 publications

References 16 publications

Irreversible binding of chlorinated ethylenes to macromolecules

Irreversible binding of chlorinated ethylenes to macromolecules

Irreversible Binding of Chlorinated Ethylenes to Macromolecules

Trichlorethen [BAT Value Documentation in German language, 1986]

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