Circular dichroism of poly(dG-dC) modified by the carcinogens N-methyl-4-aminoazobenzene or 4-aminobiphenyl.
Poly(dG-dC) was modified to different extents by the carcinogens 4-aminobiphenyl (ABP) or N-methyl-4-aminoazobenzene (MAB). HPLC analysis of the enzymatically hydrolyzed modified polymers indicates that more than 90% of the ABP and 81% of the MAB modification occurs at the C8 position of guanine. The conformational changes of the unmodified and modified polymers were studied as a function of ethanol and magnesium ion concentrations by the use of circular dichroism (CD). The modified polymers show a CD inversion pattern similar to that of the salt-induced B to Z transition of poly(dG-dC). Both of the modified polymers require less salt or ethanol than the unmodified polymer for the inversion of the spectra. The amount of ethanol or magnesium needed to induce the inverted CD spectrum is inversely proportional to the percentage of bound ABP or MAB. These data indicate that ABP and MAB can enhance conversion from B to Z conformation in alternating purine-pyrimidine sequences.
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Institute of Cancer Research/Comprehensive Cancer Center, College of Physicians and Surgeons, Columbia University, New York, NY 10032.
Kadlubar
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Grunberger
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D000611:Aminobiphenyl Compounds / Q000494:pharmacology*; D001391:Azo Compounds / Q000494:pharmacology*; D002273:Carcinogens / Q000494:pharmacology*; D002851:Chromatography, High Pressure Liquid; D002942:Circular Dichroism; D007700:Kinetics; D011089:Polydeoxyribonucleotides; D010128:p-Aminoazobenzene / Q000031:analogs & derivatives / Q000494:pharmacology*
D000611:Aminobiphenyl Compounds; D001391:Azo Compounds; D002273:Carcinogens; D011089:Polydeoxyribonucleotides; C006757:4-biphenylamine; C019530:poly(dC-dG); D010128:p-Aminoazobenzene; C005202:N-methyl-4-aminoazobenzene