title: Site-specific cross-linking of nucleic acids using the abasic site.
abstract: [formula: see text] An efficient site-specific cross-linking reaction between two carbohydrate residues present in two complementary DNA sequences is described. One oligodeoxynucleotide, 5'd(GGCTGA*CTGCG)3', carries an amino nucleophile tethered to the 2'-hydroxyl of an adenosine residue (A*). The target electrophile is an abasic site generated in the complementary sequence, 5'd(CGCAGDCAGCC)3' (D represents the deoxyribose). The cross-linking reaction was carried out by a reductive amination reaction in > 95% yield.
authors.affiliation: Department of Medicinal Chemistry, Isis Pharmaceuticals. mmanoharan@isisph.com
authors.forename: M
authors.initials: M
authors.lastname: Manoharan
authors.forename: L K
authors.initials: LK
authors.lastname: Andrade
authors.forename: P D
authors.initials: PD
authors.lastname: Cook
mesh_terms: D000241:Adenosine / Q000737:chemistry; D000586:Amination; D003432:Cross-Linking Reagents / Q000737:chemistry*; D018076:DNA, Complementary / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D009696:Nucleic Acids / Q000737:chemistry*; D010084:Oxidation-Reduction
chemical_list: D003432:Cross-Linking Reagents; D018076:DNA, Complementary; D009696:Nucleic Acids; D000241:Adenosine