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IDENTIFICATION OF STEROCHEMICAL CONFIGERATION OF CYCLOPENTA[CD]PYRENE-DNA ADDUCTS IN STRAIN A/J MOUSE LUNG AND C3H10T1/2CL8
Citation:
Nelson, G B., J A. Ross, C. M. Prusiewicz, L. M. Ball, R. Sangaiah, AND A. Gold. IDENTIFICATION OF STEROCHEMICAL CONFIGERATION OF CYCLOPENTA[CD]PYRENE-DNA ADDUCTS IN STRAIN A/J MOUSE LUNG AND C3H10T1/2CL8. Presented at ISPAC 18, Cincinatti, Ohio, 09/09-13/01.
Description:
The definitive identification of stereochemical configurations of DNA adducts detected by 32P-postlabeling requires co-chromatography of adducts with synthetic chromatographic standards. Four major and several minor DNA adducts are formed by cyclopenta[cd]pyrene (CPP) in strain A/J mouse lung and in C3H1OTl/2CL8 (C3H1OTl/2) mouse embryo fibroblasts. The stereospecific syntheses of cis and trans-N2-CPP-deoxyguanosine -3'-phosphate adducts were completed to provide chromatographic standards for the identification of DNA adduct configurations. Cochromatography experiments of synthetic cis and trans- N2-CPP-deoxyguanosine -3'phosphates with in vivo adducts obtained in strain A/J mouse lung and in vitro adducts obtained from C3H1OTl/2 cells have definitively identified CPP adducts formed in vivo and in vitro. The predominant DNA adduct in vivo and in vitro was identified as cis(3R,4S)-N2-CPP-deoxyguanosine. The second predominant adduct formed in vivo and in vitro was identified as trans-(3S,4S)-N2-CPP-deoxyguanosine.
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