title: Synthesis and characterization of a novel ester-based nucleoamino acid for the assembly of aromatic nucleopeptides for biomedical applications.
abstract: In this work, we report a technological approach to a novel Fmoc-protected nucleoamino acid, based on l-tyrosine, carrying the DNA nucleobase on the hydroxyl group by means of an ester bond, suitable for the solid-phase synthesis of novel aromatic nucleopeptides of potential interest in biomedicine. After ESI-MS and NMR characterization this building block was used for the assembly of a thymine-functionalized tetrapeptide, composed of nucleobase-containing and underivatized l-tyrosine moieties alternated in the backbone.
authors.affiliation: Istituto di Biostrutture e Bioimmagini - CNR, Via Mezzocannone 16, 80134 Napoli, Italy. giroviel@unina.it
authors.forename: Giovanni N
authors.initials: GN
authors.lastname: Roviello
authors.forename: Domenica
authors.initials: D
authors.lastname: Musumeci
authors.forename: Enrico M
authors.initials: EM
authors.lastname: Bucci
authors.forename: Carlo
authors.initials: C
authors.lastname: Pedone
mesh_terms: D000596:Amino Acids / Q000138:chemical synthesis / Q000737:chemistry; D024322:Amino Acids, Aromatic / Q000138:chemical synthesis* / Q000737:chemistry; D002853:Chromatography, Liquid; D004952:Esters; D005449:Fluorenes / Q000138:chemical synthesis / Q000737:chemistry; D008968:Molecular Conformation; D019906:Nuclear Magnetic Resonance, Biomolecular; D009842:Oligopeptides / Q000138:chemical synthesis* / Q000737:chemistry; D020135:Peptide Nucleic Acids / Q000138:chemical synthesis* / Q000737:chemistry; D021241:Spectrometry, Mass, Electrospray Ionization; D014443:Tyrosine / Q000737:chemistry
chemical_list: D000596:Amino Acids; D024322:Amino Acids, Aromatic; D004952:Esters; D005449:Fluorenes; C016456:N(alpha)-fluorenylmethyloxycarbonylamino acids; D009842:Oligopeptides; D020135:Peptide Nucleic Acids; D014443:Tyrosine