Stable and selective antiparallel type triplex DNA formation by targeting a GC base pair with the TFO containing one N2-phenyl-2-deoxyguanosine

Yosuke Taniguchi, Mei Miyazaki, Nozomu Matsueda, Lei Wang, Hidenori Okamura, Shigeki Sasaki

Research output: Contribution to journalArticle

Abstract

The antiparallel triplex DNA is formed by the interaction between purine-rich triplex forming oligonucleotides (TFOs) and the homo-purine region within a duplex DNA. The formation of such a structure with the genome DNA promises to control the gene expression in a living cell. In this study, in an attempt to enhance the stability of the triplex DNAs, we have designed the N2-arylated deoxyguanosine derivatives. Among these analogues, we found that the TFOs containing N2-phenyl-2-deoxyguanosine (PhdG) showed a stable and selective triplex DNA formation with the GC base pair as compared to the natural dG/GC triplet. However, the multiple incorporation of PhdG into the TFOs hampered the stable triplex DNA, instead, showed a tendency to form a higher order structure. Therefore, we concluded that the stable and selective triplex DNA formation is expected by the replacement of dG by PhdG in the purine-rich TFO sequence.

Original languageEnglish
Pages (from-to)624-631
Number of pages8
JournalChemical and Pharmaceutical Bulletin
Volume66
Issue number6
DOIs
Publication statusPublished - Jan 1 2018

All Science Journal Classification (ASJC) codes

  • Chemistry(all)
  • Drug Discovery

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