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Synthesis, characterization and hybridization studies of new nucleo-gamma-peptides based on diaminobutyric acid

Overview of Roviello GN et al.

AuthorsRoviello GN  Moccia M  Sapio R  Valente M  Bucci EM  Castiglione M  Pedone C  Perretta G  Benedetti E  Musumeci D  
AffiliationIstituto di Biostrutture e Bioimmagini-CNR   Via Mezzocannone 16   Napoli 80134   Italy.  
JournalJ Pept Sci
Year 2006

Abstract


In the present work, we report the synthesis and the characterization of a new chiral nucleoaminoacid, in which a diaminobutyric moiety is connected to the DNA nucleobase by an amidic bond, and its oligomerization to give the corresponding nucleo-gamma-peptide. The ability of this synthetic polymer to bind complementary DNA was studied in order to explore its possible use in antigene/antisense or diagnostic applications. Our interest in the presented DNA analogue was also supported by the importance of gamma-aminoacid-containing compounds in natural products of biological activity and by the known stability of gamma-peptides to enzymatic degradation. Furthermore, our work could contribute to the study of the role of nucleopeptides as prebiotic material in a PNA world that could successively lead to the actual DNA/RNA/protein world, as recently assumed.