A Peptide Nucleic Acid Embedding a Pseudopeptide Nuclear Localization Sequence in the Backbone Behaves as a Peptide Mimic

作者：Sforza Stefano^*; Tedeschi Tullia; Calabretta Alessandro; Corradini Roberto; Camerin Consuelo; Tonelli Roberto; Pession Andrea; Marchelli Rosangela

来源：European Journal of Organic Chemistry, 2010, (13): 2441-2444.

DOI：10.1002/ejoc.201000123

• Peptide nucleic acids
• Peptidomimetics
• Amino acids
• Cell recognition

In this paper, the synthesis of at short modified peptide nucleic acid (PNA), obtained by using several different L-amino acids as synthons, is shown The synthesis was performed by a submonomeric strategy, obtaining a model trimeric PNA containing embedded amino acid derived side chains in its backbone that mimic the peptide sequence PKKKRKV, which is a nuclear localization signal (NLS) widely used for translocating cargo molecules Into cell nuclei Fluorescence experiments demonstrated that this modified PNA, and not a standard unmodified PNA having the same nucleobase sequence, was able to penetrate Rhabdomyosarcoma cell nuclei, exactly behaving as the NLS standard peptide

• 出版日期2010-5