871815-62-2Relevant academic research and scientific papers
A peptide nucleic acid embedding a pseudopeptide nuclear localization sequence in the backbone behaves as a peptide mimic
Sforza, Stefano,Tedeschi, Tullia,Calabretta, Alessandro,Corradini, Roberto,Camerin, Consuelo,Tonelli, Roberto,Pession, Andrea,Marchelli, Rosangela
supporting information; experimental part, p. 2441 - 2444 (2010/10/19)
In this paper, the synthesis of a 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.
Synthesis of new chiral PNAs bearing a dipeptide-mimic monomer with two lysine-derived stereogenic centres
Tedeschi, Tullia,Sforza, Stefano,Corradini, Roberto,Marchelli, Rosangela
, p. 8395 - 8399 (2007/10/03)
The synthesis of new chiral PNA analogues based on lysine is reported. In particular, l- and/or d-lysine-based PNA submonomers bearing two lysine side chains exactly spaced as in the dipeptide Lys-Lys were synthesized and incorporated in the middle of dec
