Sequence dependence of cytochrome c electrochemistry on DNA modified electrodes: Effect of hydrogen bonding of a ligand to nucleobases opposite an abasic site

Yong Shao, Kotaro Morita, Qing Dai, Seiichi Nishizawa, Norio Teramae

Research output: Contribution to journalArticle

10 Citations (Scopus)

Abstract

The binding of a hydrogen bond-forming ligand to abasic (AP) site-containing DNA was electrochemically investigated for discrimination of a nucleotide opposite the AP site. The surface of a gold electrode was modified by AP site-containing DNA duplexes on which cytochrome c (Cyto c) was attached electrostatically as a probe. Cyto c showed quasi-reversible electrochemical behavior depending on the base opposite the AP site. When the base opposite the AP site was cytosine, much slower kinetics of Cyto c electron transfer was observed. This observation could be explained by previous reports that the base stacking was disturbed to a much greater extent because the cytosine base opposite the AP site was flipped out extra-helically. The binding of a hydrogen bond-forming ligand, 2-amino-7-methyl-1,8-naphthyridine (AMND), to cytosine opposite the AP site could significantly improve the electrochemical behavior of Cyto c, indicating effective base stacking due to the AMND binding. The present method demonstrates an easy way for investigating the binding of a small ligand to the AP site through DNA-mediated charge transfer.

Original languageEnglish
Pages (from-to)438-442
Number of pages5
JournalElectrochemistry Communications
Volume10
Issue number3
DOIs
Publication statusPublished - 2008 Mar 1

Keywords

  • Abasic site
  • DNA
  • Electrochemistry
  • Hydrogen bond-forming ligand
  • Interaction
  • Single nucleotide polymorphisms

ASJC Scopus subject areas

  • Electrochemistry

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