title: Formation of the cross-linked base, diguanylethane, in DNA treated with N,N'-bis(2-chloroethyl)-N-nitrosourea.
abstract: A cross-linked base, diguanylethane, has been isolated and identified as a product of the reaction of N,N'-bis(2-chloroethyl)-N-nitrosourea with DNA. DNA was reacted at 37 degrees with N, N'-bis(2-chloroethyl)-N-nitrosourea in neutral aqueous solutions, isolated by precipitation with ethanol, washed, and heated briefly at 100 degrees to release a purine fraction. This fraction was separated by high-pressure liquid chromatography and found to contain both chloroethylguanine and 1,2-diguanylethane. Formation of the latter product may be related to the cytotoxicity of N,N'-bis(2-chloroethyl)-N-nitrosourea.
mesh_terms: D002330:Carmustine; D055598:Chemical Phenomena; D002621:Chemistry; D002851:Chromatography, High Pressure Liquid; D003432:Cross-Linking Reagents; D004247:DNA; D006147:Guanine / Q000031:analogs & derivatives*
chemical_list: D003432:Cross-Linking Reagents; C028317:7-(beta-chloroethyl)guanine; D006147:Guanine; C028316:diguanylethane; D004247:DNA; D002330:Carmustine