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Significance DNA modification gives rise to diverse outcomes, including cancer and cell death. Understanding the chemical and biochemical effects of DNA modification contributes to the fundamental understanding of the etiology and treatment of cancer. 2′-Deoxyguanosine methylation at the N7 position (MdG) is a major mechanism of action of some DNA alkylating agents. We examined MdG in nucleosome core particles (NCPs). Abasic site formation from MdG is suppressed in NCPs. Furthermore, MdG and histone proteins form cross-links [DNA–protein cross-links (DPCs)], a deleterious type of DNA damage. DPCs are also formed in cells treated with monofunctional alkylating agent. DPC formation from MdG is a previously unrecognized process that could have significant effects on cells and may play a role in the cytotoxicity of DNA alkylating agents.

Histone tails decrease N7-methyl-2′-deoxyguanosine depurination and yield DNA–protein cross-links in nucleosome core particles and cells