Biaryl modification of the 5′-terminus of one strand of a microRNA duplex induces strand specificity

Aya Ogata, Chihiro Furukawa, Kouhei Sakurai, Hideo Iba, Yukio Kitade, Yoshihito Ueno

Research output: Contribution to journalArticlepeer-review

20 Citations (Scopus)


MicroRNAs (miRNAs) are single-stranded non-coding RNAs composed of 20-23 nucleotides. They are initially transcribed in the nucleus as pri-miRNAs. After processing, one strand from the miRNA duplex (miR-5p/miR-3p duplex) is loaded onto the RNA-induced silencing complex (RISC) to produce a functional, mature miRNA that inhibits the expression of multiple target genes. In the case of some miRNAs, both strands can be equally incorporated into the RISC as single strands, and both strands can function as mature miRNAs. Thus, a technique for selective expression of miR-5p and miR-3p strands is required to identify distinct targets of miRNAs. In this Letter, we report the synthesis and properties of miRNA duplexes carrying biaryl units at the 5′-terminus of one strand. We found that incorporation of biaryl units at the 5′-terminus of one strand of miRNA duplexes induced strand specificity in these duplexes. Further, we succeeded in identifying endogenous mRNA targets for each strand of the duplex by using the biaryl-modified miRNA duplexes.

Original languageEnglish
Pages (from-to)7299-7302
Number of pages4
JournalBioorganic and Medicinal Chemistry Letters
Issue number24
Publication statusPublished - 15-12-2010
Externally publishedYes

All Science Journal Classification (ASJC) codes

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


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