Fmoc- and Boc-protected modified monomers bearing 5-azidomethyluracil nucleobase were synthesized. Four different solid-phase synthetic strategies were tested in order to evaluate the application of these series of monomers for the solid-phase synthesis of modified PNA. The azide was used as masked amine for the introduction of amide-linked functional groups, allowing producing a library of compounds starting from a single modified monomer. The azide function was also exploited as reactive group for the modification of PNA in solution via azide-alkyne click cycloaddition
PNA bearing 5-azidomethyluracil: a novel approach for solid and solution phase modification / Manicardi, Alex; Accetta, Alessandro; Tedeschi, Tullia; Sforza, Stefano; Marchelli, Rosangela; Corradini, Roberto. - In: ARTIFICIAL DNA, PNA & XNA. - ISSN 1949-095X. - 3(2012), pp. 53-62.