Alteration of cross-linking selectivity with the 2′-OMe analogue of 2-amino-6-vinylpurine and evaluation of antisense effects

Shuhei Imoto, Tsuneaki Hori, Shinya Hagihara, Yosuke Taniguchi, Shigeki Sasaki, Fumi Nagatsugi

Research output: Contribution to journalArticlepeer-review

21 Citations (Scopus)

Abstract

We previously reported that oligodeoxynucleotides containing 2-amino-6-vinylpurine (2-AVP: 1) exhibit efficient selective cross-linking to cytosine. In this study, the 2′-OMe nucleoside analogue (2) of 2-AVP was designed in order to increase its affinity to RNA and enhance metabolic stability. It has been demonstrated that 2′-OMe oligonucleotides bearing 2 achieve highly selective cross-linking to the thymine base in DNA and show higher antisense effect on luciferase production in cell lysate.

Original languageEnglish
Pages (from-to)6121-6124
Number of pages4
JournalBioorganic and Medicinal Chemistry Letters
Volume20
Issue number20
DOIs
Publication statusPublished - 2010 Oct 1

Keywords

  • Antisense
  • Cross-linking
  • DNA
  • Nucleic acids chemistry
  • Oligonucleotide

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Medicine
  • Molecular Biology
  • Pharmaceutical Science
  • Drug Discovery
  • Clinical Biochemistry
  • Organic Chemistry

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