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CHEMICAL SYNTHESIS AND BIOLOGICAL APPLICATIONS OF OL IGODEOXYNUCLEOTIDES CONTAINING CARCINOGEN-DNA ADDUCTS: O6-METHYLGUANINE AND N-(GUAN-8-YL)- 4-AMINOBIPHENYL
Lasko, D. D. Fowler, K. W. Green, C. L. Loechler, E. L. Weis, C. C. De Rosa, L. M. Kadlubar, F. F. Essigmann, J. M.
Lasko, D. D.
Fowler, K. W.
Green, C. L.
Loechler, E. L.
Weis, C. C.
De Rosa, L. M.
Kadlubar, F. F.
Essigmann, J. M.
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Issue Date
1987
Submitted date
2023-04-26
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Abstract
Tetranucleotides containing the carcinogen-DNA adducts 06-methylguanine and N-(guan-8-yl )-4-aminobiphenyl were synthesized and the structures of these adducted oligomers were characterized. Both tetramers were efficiently incorporated into E. coli bacteriophage M13 DNA containing a four-base gap in the unique recognition site for the restriction endonuclease PstI. Each lesion inhibited cleavage of the respective adducted genome by PstI. After introduction into E. coli, 06-methylguanine induced mutations at the PstI site. In cells with normal 06-methylguanine DNA repair capability, the frequency of mutant phage was 0.4%. When cells were depleted in their ability to repair this lesion, the mutation frequency increased. The highest mutation frequency attained was 20%. In both repair competent and repair depleted cells, the mutants induced by 06-methylguanine were exclusively G to A transitions.
Citation
Chemical synthesis in molecular biology, 83 ff
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conference paper
conference paper
Language
en
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GBF Monographs, Vol. 8
ISSN
0930-4320
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Attribution-NonCommercial-ShareAlike 4.0 International