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-GuanosinedC and 2-aminopurinedT 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

• Sczepanski, Jonathan

published proceedings

• Bioorg Med Chem

author list (cited authors)

• Sczepanski, J. T., Hiemstra, C. N., & Greenberg, M. M.

citation count

• 15

complete list of authors

• Sczepanski, Jonathan T||Hiemstra, Christine N||Greenberg, Marc M

publication date

• October 2011

publisher

• Elsevier  Publisher

published in

• Bioorganic and Medicinal Chemistry  Journal

keywords

• 2-aminopurine
• Adenosine
• Catalysis
• Cross-Linking Reagents
• DNA
• Guanosine
• Models, Molecular
• Oxidation-Reduction
• Tubercidin

Digital Object Identifier (DOI)

• 10.1016/j.bmc.2011.08.024

start page

• 5788

end page

• 5793

volume

• 19

issue

• 19

URL

• http%3A%2F%2Fdx.doi.org%2F10.1016%2Fj.bmc.2011.08.024