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Interaction of trichloromethyl free radicals with thymine in a model system: a mass spectrometric study.
Castro, G D; Simpson, J T; Castro, J A.
Affiliation
  • Castro GD; Centro de Investigaciones Toxicológicas CITEFA/CONICET Zufriategui 4380, Buenos Aires, Argentina.
Chem Biol Interact ; 90(1): 13-22, 1994 Jan.
Article in En | MEDLINE | ID: mdl-8131216
In previous studies from our laboratory we found that the CCl4 reactive metabolites produced during enzymatic in vitro or in vivo CCl4 biotransformation covalently bind to DNA. Further, chemically produced.CCl3 produce many adducts of unknown structure with the four DNA bases when the reaction proceeds in model systems. In the present work, we describe our attempt to elucidate by GLC/MS the structures of the adducts resulting when chemically generated.CCl3 interact with thymine. The following reaction products were identified: (i) 5-hydroxymethyl uracil; (ii) thymineglycol; (iii) 5-trichloroethyl uracil (tentative) and (iv) two isomeric 5,6-monochloro monohydroxy adducts of thymine (tentative). Reaction products found do not involve thymine positions directly participating in base-pairing processes. However, alterations in thymine structure reported if they occurred in DNA from livers of CCl4 poisoned animals, might potentially have biological significance that remains to be established.
Subject(s)
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Collection: 01-internacional Database: MEDLINE Main subject: Thymine / Carbon Tetrachloride Language: En Journal: Chem Biol Interact Year: 1994 Document type: Article Affiliation country: Argentina Country of publication: Ireland
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Collection: 01-internacional Database: MEDLINE Main subject: Thymine / Carbon Tetrachloride Language: En Journal: Chem Biol Interact Year: 1994 Document type: Article Affiliation country: Argentina Country of publication: Ireland