Efficient Synthesis of 2’-O-Cyanoethylated Imidazole C-Ribonucleoside Phosphoramidite: A Practical Building Block for Probing the Catalytic Mechanism of Ribozymes

Lisa Araki, Zheng-yun Zhao, David M. J. Lilley, Shinya Harusawa

    Research output: Contribution to journalArticlepeer-review

    11 Citations (Scopus)


    A high-yielding synthetic route leading to new 2'-O-cyanoethylated imidazole C-ribonucleoside phosphoramidite (PA) 1 has been developed (41% overall yield in ten steps). This has resulted in a marked improvement of yield compared to unstable 2'-O-TBDMS PA 2. The new synthon PA 1 enables the imidazole moiety to be incorporated into any RNA sequence in principle, and has been used as a practical building block for probing the catalytic mechanism of a ribozyme.

    Original languageEnglish
    Pages (from-to)1861-1869
    Number of pages9
    Issue number8
    Publication statusPublished - 1 Aug 2010


    • Cyanoethyl
    • Imidazole
    • C-Ribonucleoside
    • Phosphoramidite
    • Ribozyme
    • RNA

    Cite this