title: Synthesis, characterization and hybridization studies of new nucleo-gamma-peptides based on diaminobutyric acid.
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.
authors.affiliation: Istituto di Biostrutture e Bioimmagini-CNR, Via Mezzocannone 16, Napoli 80134, Italy.
authors.forename: Giovanni N
authors.initials: GN
authors.lastname: Roviello
authors.forename: M
authors.initials: M
authors.lastname: Moccia
authors.forename: R
authors.initials: R
authors.lastname: Sapio
authors.forename: M
authors.initials: M
authors.lastname: Valente
authors.forename: E M
authors.initials: EM
authors.lastname: Bucci
authors.forename: M
authors.initials: M
authors.lastname: Castiglione
authors.forename: C
authors.initials: C
authors.lastname: Pedone
authors.forename: G
authors.initials: G
authors.lastname: Perretta
authors.forename: E
authors.initials: E
authors.lastname: Benedetti
authors.forename: D
authors.initials: D
authors.lastname: Musumeci
mesh_terms: D000613:Aminobutyrates / Q000737:chemistry*; D001483:Base Sequence; D002851:Chromatography, High Pressure Liquid; D002942:Circular Dichroism; D008968:Molecular Conformation; D015394:Molecular Structure; D015341:Nucleic Acid Probes / Q000138:chemical synthesis / Q000737:chemistry; D020135:Peptide Nucleic Acids / Q000138:chemical synthesis / Q000737:chemistry*; D021241:Spectrometry, Mass, Electrospray Ionization; D013056:Spectrophotometry, Ultraviolet; D013696:Temperature
chemical_list: D000613:Aminobutyrates; D015341:Nucleic Acid Probes; D020135:Peptide Nucleic Acids; C005959:2,4-diaminobutyric acid