Synthesis of Imidazole C1- and C3-Ribonucleoside Phosphoramidites for Probing Catalytic Mechanism in Ribozyme

Shinya Harusawa, Kensuke Fujii, Masayoshi Nishiura, Lisa Araki, Yoshihide Usami, Zheng-yun Zhao, David M. J. Lilley

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    Abstract

    Synthesis of C4-linked imidazole N-pivaloyloxymethyl (P0M)-2'-O-cyanoethylated (CE) C-1- and C-3-ribonucleoside phosphoramidites 1a and 1b is described. These phosphoramidite products were incorporated into RNA sequence through solid phase phosphoramidite approach, providing RNA with imidazole linked through different length to sugar residue, to study the mechanism of a ribozyme.

    Original languageEnglish
    Pages (from-to)2041-2055
    Number of pages15
    JournalHeterocycles
    Volume83
    Issue number9
    DOIs
    Publication statusPublished - 1 Sep 2011

    Keywords

    • Imidazole
    • Phosphoramidite
    • Ribozyme
    • RNA
    • Mechanism
    • RIBONUCLEOSIDE PHOSPHORAMIDITE
    • ACTIVE-SITE
    • RNA

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