title: Nonenzymatic synthesis of RNA and DNA oligomers on hexitol nucleic acid templates: the importance of the A structure.
abstract: Hexitol nucleic acid (HNA) is an analogue of DNA containing the standard nucleoside bases, but with a phosphorylated 1,5-anhydrohexitol backbone. HNA oligomers form duplexes having the nucleic acid A structure with complementary DNA or RNA oligomers. The HNA decacytidylate oligomer is an efficient template for the oligomerization of the 5'-phosphoroimidazolides of guanosine or deoxyguanosine. Comparison of the oligomerization efficiencies on HNA, RNA, and DNA decacytidylate templates under various conditions suggests strongly that only nucleic acid double helices with the A structure support efficient template-directed synthesis when 5'-phosphoroimidazolides of nucleosides are used as substrates.
authors.affiliation: Salk Institute for Biological Studies, San Diego, California 92186, USA.
authors.forename: I A
authors.initials: IA
authors.lastname: Kozlov
authors.forename: P K
authors.initials: PK
authors.lastname: Politis
authors.forename: A
authors.initials: A
authors.lastname: Van Aerschot
authors.forename: R
authors.initials: R
authors.lastname: Busson
authors.forename: P
authors.initials: P
authors.lastname: Herdewijn
authors.forename: L E
authors.initials: LE
authors.lastname: Orgel
mesh_terms: D002384:Catalysis; D004247:DNA / Q000737:chemistry*; D018559:Exobiology; D006157:Guanosine Monophosphate / Q000031:analogs & derivatives / Q000737:chemistry; D007854:Lead; D015394:Molecular Structure; D009841:Oligonucleotides / Q000138:chemical synthesis*; D012313:RNA / Q000737:chemistry*; D013402:Sugar Alcohols / Q000737:chemistry*; D013698:Templates, Genetic
chemical_list: D009841:Oligonucleotides; D013402:Sugar Alcohols; D007854:Lead; D012313:RNA; C025339:guanosine 5'-phosphoimidazolide; C036896:guanosine 5'-phospho-2-methylimidazolide; D006157:Guanosine Monophosphate; D004247:DNA