Identification of Stereochemical Configurations of Cyclopenta[ cd ]pyrene DNA Adducts in Strain A/J Mouse Lung and C3H10T1/2CL8 Cells

Abstract

Four major and several minor DNA adducts were resolved by 32 P-postlabeling analysis of DNA from strain A/J mouse lung and C3H10T1/2CL8 (C3H10T1/2) mouse embryo fibroblasts treated with cyclopenta[ cd ]pyrene (CPP). The identical pattern of adducts was seen in vivo and in vitro. Cochromatography of synthetic resolved diastereomers of cis - and trans - N 2 -CPP-deoxyguanosine-3'-phosphates with the in vivo adducts obtained from strain A/J mouse lung and in vitro adducts obtained from C3H10T1/2 cells allowed identification of the predominant DNA adduct as cis -(3 R ,4 S )- N 2 -CPP-deoxyguanosine. The second most abundant adduct formed in vivo and in vitro was identified as trans -(3 S ,4 S )- N 2 -CPP-deoxyguanosine.