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. [10.4161/adna.20158]

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
2012

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 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. [10.4161/adna.20158]
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/11381/2435591
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