Formation of the cyclic 1,N2-glyoxal-deoxyguanosine adduct upon reaction of N-nitroso-2-hydroxymorpholine with deoxyguanosine.
N-nitroso-2-hydroxymorpholine, a mutagenic metabolite of N-nitrosomorpholine and N-nitrosodiethanolamine, reacted with deoxyguanosine at pH 7, 37 degrees C, to give 3-(2-deoxy-beta-D-erythropentofuranosyl)-6,7-dihydro-6,7-dihydr oxyimidazo- [1,2-a]purine-9(3H)one, which is also formed by reaction of deoxyguanosine with glyoxal. The results suggest that this adduct might be involved in DNA binding by N-nitrosomorpholine and N-nitrosodiethanolamine.
D055598:Chemical Phenomena; D002621:Chemistry; D003849:Deoxyguanosine; D004052:Diethylnitrosamine / Q000031:analogs & derivatives; D009602:Nitrosamines
D009602:Nitrosamines; C014129:N-nitrosodiethanolamine; D004052:Diethylnitrosamine; C002741:N-nitrosomorpholine; C043883:N-nitroso-2-hydroxymorpholine; D003849:Deoxyguanosine