title: PNA bearing 5-azidomethyluracil: a novel approach for solid and solution phase modification.
abstract: 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 this 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 the production of 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.
authors: Dipartimento di Chimica Organica e Industriale, Università di Parma, Parma, Italy. alex.manicardi@unipr.it
authors: Alex
authors: A
authors: Manicardi
authors: Alessandro
authors: A
authors: Accetta
authors: Tullia
authors: T
authors: Tedeschi
authors: Stefano
authors: S
authors: Sforza
authors: Rosangela
authors: R
authors: Marchelli
authors: Roberto
authors: R
authors: Corradini
mesh_terms: D001386:Azides / Q000737:chemistry; D001483:Base Sequence; D057930:Click Chemistry; D015195:Drug Design; D020135:Peptide Nucleic Acids / Q000138:chemical synthesis* / Q000737:chemistry* / Q000235:genetics; D012996:Solutions; D013941:Thymine / Q000031:analogs & derivatives* / Q000737:chemistry; D014498:Uracil / Q000737:chemistry*
chemical_list: D001386:Azides; D020135:Peptide Nucleic Acids; D012996:Solutions; D014498:Uracil; D013941:Thymine