title: Molecular simulation of cyclohexanyl nucleic acid (CNA) duplexes with CNA, DNA and RNA and CNA triloop and tetraloop hairpin structures.
abstract: As part of a selection strategy for artificial nucleic acids (XNA) (to be considered as potential new information systems in vivo), we have carried out a modelling study on cyclohexanyl nucleic acids (CNA) duplexes and hairpins. CNA may form a duplex as well as hairpin structures, having the carbocyclic nucleosides in the (4)C1 conformation (with equatorial basis). The geometry of ds CNA is close to that of a HNA:RNA duplex. We demonstrated that CNA triphosphates function as a substrate for polymerases. Modelling experiments indicate that the monomers are probably presented to the polymerase in the (1)C4 conformation.
authors.affiliation: KU Leuven, Rega Institute for Medical Research, Medicinal Chemistry, Minderbroedersstraat 10, 3000 Leuven, Belgium.
authors.forename: Matheus
authors.initials: M
authors.lastname: Froeyen
authors.affiliation: KU Leuven, Rega Institute for Medical Research, Medicinal Chemistry, Minderbroedersstraat 10, 3000 Leuven, Belgium.
authors.forename: Rania
authors.initials: R
authors.lastname: Abu el Asrar
authors.affiliation: KU Leuven, Rega Institute for Medical Research, Medicinal Chemistry, Minderbroedersstraat 10, 3000 Leuven, Belgium.
authors.forename: Mikhail
authors.initials: M
authors.lastname: Abramov
authors.affiliation: KU Leuven, Rega Institute for Medical Research, Medicinal Chemistry, Minderbroedersstraat 10, 3000 Leuven, Belgium. Electronic address: piet.herdewijn@kuleuven.be.
authors.forename: Piet
authors.initials: P
authors.lastname: Herdewijn
mesh_terms: D004247:DNA / Q000138:chemical synthesis / Q000737:chemistry* / Q000378:metabolism; D004259:DNA-Directed DNA Polymerase / Q000737:chemistry / Q000378:metabolism; D008958:Models, Molecular; D056004:Molecular Dynamics Simulation; D009690:Nucleic Acid Conformation; D011122:Polyphosphates / Q000737:chemistry; D012313:RNA / Q000138:chemical synthesis / Q000737:chemistry* / Q000378:metabolism; D055672:Static Electricity
chemical_list: D011122:Polyphosphates; D012313:RNA; D004247:DNA; D004259:DNA-Directed DNA Polymerase; C005692:triphosphoric acid
keywords: Conformational study; Cyclohexanyl nucleic acids; Hairpin structure; Molecular modelling; XNA