Formation and Excision of Covalent Deoxyribonucleic Acid Adducts of Benzo[A]Pyrene 4, 5-Epoxide and Benzo[A]Pyrenediol Epoxide I in Human Lung Cells A549

George Feldman, Joyce Remsen, Tzu chien V. Wang, Peter Cerutti

Research output: Contribution to journalJournal Article peer-review

43 Scopus citations

Abstract

The formation and repair of covalent DNA adducts induced by the two ultimate benzo[a]pyrene (BP) metabolites 4, 5-dihydro-4, 5-epoxybenzo[zz]pyrene (BPE) and 7β, 8α-dihydroxy-9a, 10a-epoxy-7, 8, 9, 10-tetrahydrobenzo [a] -pyrene (BPDE I) were studied in human epithelioid lung cells A549. The covalent DNA adducts of BPE were characterized by reacting native DNA specifically labeled in a single deoxynucleoside with racemic BPE in vitro. From the chromatographic analysis of enzymatic hydrolysates of BPE-treated DNA, it was concluded that adducts to deoxyguanosine (BPE-dG) and deoxyadenosine (BPE-dA) were formed. No adducts to the pyrimidine nucleotides were detected. DNA adducts with the same chromatographic properties were formed upon treatment of intact A549 cells with BPE. Treatment of A549 cells with racemic BPDE I mostly produced (7R)-N2-(7β, 8α, 9α-trihydroxy-7, 8, 9, 10-tetrahydrobenzo [tz]pyren-10-yl)deoxyguanosine (BPDE I-dG).

Original languageEnglish
Pages (from-to)1095-1101
Number of pages7
JournalBiochemistry
Volume19
Issue number6
DOIs
StatePublished - 1980
Externally publishedYes

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