The binding of ethyl carbamate to DNA of mouse liver in vivo

The nature of the bound molecule and the site of binding

A. W. Pound, F. Franke, Terence A Lawson

Research output: Contribution to journalArticle

19 Citations (Scopus)

Abstract

Ethyl carbamate, labelled at C1 with 14C, bound in vivo to liver DNA of intact and partially hepatectomised mice. Isotope (18O) enrichment was not detected in the oxygen of liver DNA of mice injected with [18O] ethyl carbamate, C2H5-18O-CO-NH2. This suggests that it was the ethyl group and not the ethoxy group which bound to DNA. Chromatographic analysis of acid hydrolysates of liver DNA from mice treated with [1-14C] ethyl carbamate provided no evidence of alkylation or other form of binding to purine or pyrimidine bases. On relatively mild acid hydrolysis the alkyl group remained bound to the "apurinic acid" fraction, while more vigorous hydrolysis lead progressively first to its separation as highly ionisable hydrophilic non-volatile compounds and then to its loss as a volatile compound. DNAase I followed by phosphodiesterase hydrolysis also split off the 14C-containing group as a volatile compound. The volatile compound was identified as ethanol. These results suggest that the alkyl group was bound as an ester to a phosphate group in the DNA chain. Results with DNA from partially hepatectomised mice did not differ from those with DNA from intact mice.

Original languageEnglish (US)
Pages (from-to)149-163
Number of pages15
JournalChemico-Biological Interactions
Volume14
Issue number1-2
DOIs
StatePublished - Jan 1 1976

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Urethane
Liver
Binding Sites
Molecules
DNA
Hydrolysis
Apurinic Acid
Chromatographic analysis
Acids
Deoxyribonuclease I
Alkylation
Phosphoric Diester Hydrolases
Carbon Monoxide
Isotopes
Chromatography
Esters
Ethanol
Phosphates
Oxygen

ASJC Scopus subject areas

  • Toxicology

Cite this

The binding of ethyl carbamate to DNA of mouse liver in vivo : The nature of the bound molecule and the site of binding. / Pound, A. W.; Franke, F.; Lawson, Terence A.

In: Chemico-Biological Interactions, Vol. 14, No. 1-2, 01.01.1976, p. 149-163.

Research output: Contribution to journalArticle

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