DNA strand scission by benzo[a]pyrene diol epoxides.
Syn-and anti-benzo[a]pyrene diol epoxides elicit a concentration-dependent nicking of superhelical Col E1 DNA in an in vitro reaction monitored by agarose gel electrophoresis and electron microscopy. This strand scission represents less than 1 percent of the DNA modification by diol epoxide. Kinetic analysis implicates the formation of unstable phosphotriesters, hydrolysis of which nick the DNA.
D001580:Benzopyrenes; D004269:DNA, Bacterial; D004270:DNA, Circular; D004988:Ethers, Cyclic; D006868:Hydrolysis; D007700:Kinetics; D009690:Nucleic Acid Conformation / Q000187:drug effects; D010957:Plasmids; D012367:RNA, Viral; D013329:Structure-Activity Relationship
D001580:Benzopyrenes; D004269:DNA, Bacterial; D004270:DNA, Circular; D004988:Ethers, Cyclic; D012367:RNA, Viral