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Nucleic Acids Research, 1993, Vol. 21, No. 16 3755-3760
© 1993

MOLECULAR BIOLOGY

Site-specific mutagenesis induced by single O6-alkylguanines (O6-n-propyl, O6-n-butyl, O6-n-octyl) in vivo

petra M. Baumgart, Hans-Christian Kliem, Jutta Gottfried-Anacker+, manfred Wiessler and Heinz H. Schmeiser*

Department of Molecular Toxicology, German Cancer Research Center 69009 Heidelberg, Germany

*To whom correspondence should be addressed

Received April 22, 1993. Revised June 28, 1993. Accepted June 28, 1993.

The mutagenic activity of a series of longer chain O6-n-alkylguanine residues (O6-n-propyl, O8-n-butyl, O6-n-octyl) has been analyzed using a plasmid molecule (pUC 9) in which single O6alkylguanines were positioned in the unique Pstl recognition site by shot gun ligation (Nucleic Acids Res. 13, 3305-3316 (1985)) of overlapping synthetic oligonucleotides. After transfection of these vectors into E.coli cells having normal DNA repair systems, progeny plasmids were produced, of which 2.6%, 2.8% and 4.3% were mutated in their Pstl site when containing O6-npropylguanine, O6-n-butylguanine, O6-n-octylguanine, respectively. DNA sequence analysis of mutant plasmid genomes revealed that O8-n-propylguanine and O6-nbutylguanine induced exclusively G–A transitions located specifically at the preselected site. O6-noctylguanine induced apart from G–A transitions (70%) also targeted G–T transversions (30%). These results indicate that the mutation frequency of longer chain O6-alkylguanines can be substantial in cells with normal repair systems and that the mutation pattern depends on the nature of the alkyl group.

+Present address: Department of Chemistry, Food Chem. & Env. Tox., University of Kaiserslautern, 6750 Kaiserslautern, Germany


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