title: Diepoxybutane cross-links DNA at 5'-GNC sequences.
abstract: Epoxides are cancer-causing agents chemically analogous to the nitrogen mustards, a family of powerful antitumor drugs. We found that the DNA interstrand cross-linking sequence preference of diepoxybutane is the same as that of the mustard mechlorethamine: 5'-GNC. Therefore, the genomic site of cross-linking alone cannot explain why some interstrand cross-linkers act as antitumor agents whereas others are deadly toxins.
authors.affiliation: Department of Chemistry, Colby College, Waterville, Maine 04901.
authors.forename: J T
authors.initials: JT
authors.lastname: Millard
authors.forename: M M
authors.initials: MM
authors.lastname: White
mesh_terms: D001483:Base Sequence; D001665:Binding Sites; D003432:Cross-Linking Reagents; D004247:DNA / Q000737:chemistry*; D004852:Epoxy Compounds; D016685:Mitomycin; D008969:Molecular Sequence Data; D009691:Nucleic Acid Denaturation; D009838:Oligodeoxyribonucleotides / Q000737:chemistry*; D013329:Structure-Activity Relationship
chemical_list: D003432:Cross-Linking Reagents; D004852:Epoxy Compounds; D009838:Oligodeoxyribonucleotides; D016685:Mitomycin; C007366:diepoxybutane; D004247:DNA