Isolation and characterization of N7-guanyl adducts derived from 1,2-dibromo-3-chloropropane

1,2-Dibromo-3-chloropropane is a potent renal and testicular toxicant and hasbeen shown to induce tumor formation in laboratory animals. The toxic effects of the compound are thought to be a result of a bioactivation step in which a glutathione conjugate is formed and subsequently reacts with cellular DNA. The L-glutathione conjugate of 1,2-dibromo-3-chloropropane was chemically synthesized and used to alkylate DNA: following incubations of the conjugate with calf thymus DNA and neutral thermal hydrolysis (to release N 7 -guanyl adducts) four major fluorescent products were observed