Structural studies of butadiene induced adducts to the ras proto-oncogene of deoxyribonucleic acid

Butadiene has been classified as a carcinogen and epidemiological studies associate chronic exposure to butadiene and an increased risk for certain types of cancer.; Structural studies of three butadiene-induced deoxyribonucleic acid (DNA) adducts are presented. Nuclear Magnetic Resonance (NMR) data, along with molecular modeling results are utilized to further a Structure-Activity Relationship (SAR) between the structure of each respective adduct in duplex DNA, and the biological processing of each adduct. In this dissertation, structural data and results are presented for an adenine N6-trihydroxybutyl adduct, an adenine N6-adenine N6 intrastrand crosslink, and an N1 inosine adduct.; Structural studies using NMR data are an important tool in chemical toxicology. Each of the studies presented in this dissertation provides a structural hypothesis for biological processing of each butadiene-induced adduct.