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Formation of the Cross-Linked Base, Diguanylethane, in DNA Treated with N,N'-Bis(2-chloroethyl)-N-nitrosourea¹

Division of Oncology, Department of Medicine, Albany Medical College, Albany, New York 12208

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° with N, N'-bis(2-chloroethyl)-N-nitosourea in neutral aqueous solution, isolated by precipitation with ethanol, washed, and heated briefly at 100° 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.

¹ Supported by Grants CA 20129 and CA 20292 from the National Cancer Institute, Department of Health, Education, and Welfare.

² To whom requests for reprints should be addressed.

Received 7/23/80. Accepted 10/16/80.

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