title: Oligonucleotides containing a ribo-configured cyclohexanyl nucleoside: probing the role of sugar conformation in base pairing selectivity.
abstract: The synthesis and a preliminary evaluation of the pairing properties of ribo-cyclohexanyl nucleic acids (r-CNA) is herein reported. Incorporation of a single r-CNA nucleotide into natural duplexes did not enhance their stability, while a very high pairing selectivity for RNA was found. As deduced by comparative analysis of Tm and NMR data, a relationship between pairing selectivity and conformational preferences of the "sugar" moiety of r-CNA (and more generally of six-membered nucleic acids) was suggested.
authors: Dipartimento di Scienze Chimiche, Università degli Studi di Napoli Federico II, via Cintia, 80126 Napoli, Italy. dandalonzo@unina.it.
authors: Concetta
authors: C
authors: Paolella
authors: Daniele
authors: D
authors: D'Alonzo
authors: Guy
authors: G
authors: Schepers
authors: Arthur
authors: A
authors: Van Aerschot
authors: Giovanni
authors: G
authors: Di Fabio
authors: Giovanni
authors: G
authors: Palumbo
authors: Piet
authors: P
authors: Herdewijn
authors: Annalisa
authors: A
authors: Guaragna
mesh_terms: D020029:Base Pairing; D001483:Base Sequence; D002236:Carbohydrate Conformation; D009690:Nucleic Acid Conformation; D009841:Oligonucleotides / Q000737:chemistry*; D012313:RNA / Q000737:chemistry*; D020871:RNA Stability; D012263:Ribonucleosides / Q000737:chemistry*; D012266:Ribose / Q000031:analogs & derivatives*
chemical_list: D009841:Oligonucleotides; D012263:Ribonucleosides; D012313:RNA; D012266:Ribose