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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.

SUBMITTER: Manicardi A

PROVIDER: S-EPMC3429531 | biostudies-literature | 2012 Apr-Jun

REPOSITORIES: biostudies-literature

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PNA bearing 5-azidomethyluracil: a novel approach for solid and solution phase modification.

Manicardi Alex A Accetta Alessandro A Tedeschi Tullia T Sforza Stefano S Marchelli Rosangela R Corradini Roberto R

Artificial DNA, PNA & XNA 20120401 2

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 reactiv ...[more]

PMID: 22772040

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