Synthesis of peptide nucleic acids (PNA) with a crosslinking agent to RNA and effective inhibition of dicer

Takuya Akisawa, Ken Yamada, Fumi Nagatsugi

Research output: Contribution to journalArticlepeer-review

4 Citations (Scopus)

Abstract

Peptide nucleic acids (PNAs) are structural mimics of nucleic acids that form stable hybrids with DNA and RNA. Due to these characteristics, PNAs are widely used as biochemical tools, for example, in antisense/antigene therapy. In this study, we have synthesized PNAs incorporating 2-amino-6-vinylpurine (AVP) for the covalent targeting of single-stranded DNA and RNA, and evaluated their reactivities for these targets. PNA containing AVP at the N-terminal position showed a high reactivity to uracil in RNA and thymine in DNA at the complementary site with AVP. In addition, the crosslinking reactions to pre-miR122 with PNA containing AVP increased the inhibition effect for the Dicer processing of pre-miR122 in vitro.

Original languageEnglish
Pages (from-to)5902-5906
Number of pages5
JournalBioorganic and Medicinal Chemistry Letters
Volume26
Issue number24
DOIs
Publication statusPublished - 2016 Jan 1

Keywords

  • Crosslink
  • Dicer
  • Invasion
  • Peptide nucleic acid
  • miRNA

ASJC Scopus subject areas

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

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