title: Probing DNA interstrand cross-link formation by an oxidized abasic site using nonnative nucleotides.
abstract: The C4'-oxidized abasic site (C4-AP) forms two types of interstrand cross-links with the adjacent nucleotides in DNA. Previous experiments revealed that dG does not react with the lesion and that formation of one type of cross-link is catalyzed by the opposing dA. iso-Guanosine·dC and 2-aminopurine·dT base pairs were used to determine why dG does not cross-link with C4-AP despite its well known reactivity with other bis-electrophiles. 7-Deaza-2'-deoxyadenosine was used to probe the role of the nucleotide opposite C4-AP in the catalysis of interstrand cross-link formation.
authors: Department of Chemistry, Johns Hopkins University, 3400 N. Charles St., Baltimore, MD 21218, USA.
authors: Jonathan T
authors: JT
authors: Sczepanski
authors: Christine N
authors: CN
authors: Hiemstra
authors: Marc M
authors: MM
authors: Greenberg
mesh_terms: D015075:2-Aminopurine / Q000737:chemistry; D000241:Adenosine; D002384:Catalysis; D003432:Cross-Linking Reagents / Q000737:chemistry*; D004247:DNA / Q000737:chemistry*; D006151:Guanosine / Q000737:chemistry; D008958:Models, Molecular; D010084:Oxidation-Reduction; D014372:Tubercidin / Q000031:analogs & derivatives / Q000737:chemistry
chemical_list: D003432:Cross-Linking Reagents; D006151:Guanosine; C008184:isoguanosine; D015075:2-Aminopurine; C053222:2'-deoxytubercidin; D004247:DNA; D000241:Adenosine; D014372:Tubercidin