Adduct formation between the carcinogen N-acetoxy-2-acetylaminofluorene and synthetic polydeoxyribonucleotides

Donald J. Harvan, J. Ronald Hass, Michael W. Lieberman

Research output: Contribution to journalArticle

16 Scopus citations

Abstract

The chemical carcinogen N-acetoxy-2-acetylaminofluorene (NA-AAF) was reacted with poly(dG-dC) · poly(dG-dC); poly dG · poly dC; poly(dA-dT) · poly(dA-dT); and poly dA · poly dT under a variety of conditions. Poly(dG-dC) · poly(dG-dC) was found to be 1.5-3 times more reactive than the homo GC polymer and 10-20 more reactive than the A + T polymers. Lowering the ionic strength increased the extent of reaction, while pH change (8.9 vs. 5.5) had only a small effect. If ionic strength was adjusted so that the two guanine-containing polymers showed equal thermal stability (as judged by Tm) then the alternating copolymer was 7 times as reactive as the homopolymer. In agreement with previous investigators, the major product was found to be 8-(N-2-fluorenylacetamido) deoxyguanosine.

Original languageEnglish (US)
Pages (from-to)203-210
Number of pages8
JournalChemico-Biological Interactions
Volume17
Issue number2
DOIs
StatePublished - Jan 1 1977

ASJC Scopus subject areas

  • Toxicology

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