Submonomeric Strategy with Minimal Protection for the Synthesis of C(2)-Modified Peptide Nucleic Acids

Stefano Volpi, Andrea Rozzi, Nicola Rivi, Martina Neri, Wolfgang Knoll, Roberto Corradini

    Publikation: Beitrag in FachzeitschriftArtikelBegutachtung

    Abstract

    A novel synthesis of C(2)-modified peptide nucleic acids (PNAs) is proposed, using a submonomeric strategy with minimally protected building blocks, which allowed a reduction in the required synthetic steps. N(3)-unprotected, d-Lys- and d-Arg-based backbones were used to obtain positively charged PNAs with high optical purity, as inferred from chiral GC measurements. "Chiral-box" PNAs targeting the G12D point mutation of the KRAS gene were produced using this method, showing improved sequence selectivity for the mutated- vs wild-type DNA strand with respect to unmodified PNAs.
    OriginalspracheEnglisch
    Seiten (von - bis)902-907
    Seitenumfang6
    FachzeitschriftOrganic Letters
    Volume23
    Issue3
    DOIs
    PublikationsstatusVeröffentlicht - 2021

    Research Field

    • Biosensor Technologies

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