title: N-Nitroso-2-hydroxymorpholine, a mutagenic metabolite of N-nitrosodiethanolamine.
abstract: N-Nitroso-2-hydroxymorpholine was synthesized from N-(2-hydroxyethyl)aminoacetaldehyde diethylacetal by nitrosation and hydrolysis. It was detected as a metabolite of N-nitrosodiethanolamine in rat hepatic 9000 g supernatant. It was mutagenic toward Salmonella typhimurium TA 1535, with and without activation. The results suggest that N-nitroso-2-hydroxymorpholine, which is formed by metabolic beta-oxidation of N-nitrosodiethanolamine, could be involved in carcinogenesis by N-nitrosodiethanolamine.
mesh_terms: D000818:Animals; D002273:Carcinogens / Q000378:metabolism*; D004052:Diethylnitrosamine / Q000031:analogs & derivatives / Q000378:metabolism*; D066298:In Vitro Techniques; D008099:Liver / Q000378:metabolism; D008297:Male; D009152:Mutagenicity Tests; D009153:Mutagens / Q000378:metabolism*; D009602:Nitrosamines / Q000378:metabolism*; D051381:Rats; D011916:Rats, Inbred F344
chemical_list: D002273:Carcinogens; D009153:Mutagens; D009602:Nitrosamines; C014129:N-nitrosodiethanolamine; D004052:Diethylnitrosamine; C043883:N-nitroso-2-hydroxymorpholine