A violation of the Swain-Scott principle, and not SN1 versus SN2 reaction mechanisms, explains why carcinogenic alkylating agents can form different proportions of adducts at oxygen versus nitrogen in DNA.
Loechler
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EL
Department of Biology, Boston University, Massachusetts 02215.
D000477:Alkylating Agents / Q000737:chemistry*; D002273:Carcinogens / Q000737:chemistry*; D004247:DNA / Q000737:chemistry*; D004249:DNA Damage; D007700:Kinetics; D008956:Models, Chemical; D009584:Nitrogen / Q000737:chemistry*; D009690:Nucleic Acid Conformation; D010100:Oxygen / Q000737:chemistry*
D000477:Alkylating Agents; D002273:Carcinogens; D004247:DNA; D009584:Nitrogen; D010100:Oxygen