N-nitroso-N-methylvinylamine: reaction of the epoxide with guanyl and adenyl moieties to yield adducts derived from both parts of the molecule.

N-Nitroso-N-methylvinylamine was synthesized and treated with dimethyldioxirane to produce 1-(N-nitrosomethylamino)oxirane. 1-(N-Nitrosomethylamino)oxirane had a t 1/2 of <5 s in buffer at neutral pH and 23 o C. This epoxide reacted with Ado to form 1,N 6 -etheno(e-)Ado. It also reacted with DNA to form products arising from the oxirane portion of the molecule [N 7 -(2-oxoethyl)Gua, N 2 ,3-e-Gua, and 1-N 6 -dAdo] and the methyl group (N 7 -methylGua)