Nonenzymatic synthesis of RNA and DNA oligomers on hexitol nucleic acid templates: the importance of the A structure.
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.
Kozlov
I A
IA
Salk Institute for Biological Studies, San Diego, California 92186, USA.
Politis
P K
PK
Van Aerschot
A
A
Busson
R
R
Herdewijn
P
P
Orgel
L E
LE
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
D009841:Oligonucleotides; D013402:Sugar Alcohols; D007854:Lead; D012313:RNA; C025339:guanosine 5'-phosphoimidazolide; C036896:guanosine 5'-phospho-2-methylimidazolide; D006157:Guanosine Monophosphate; D004247:DNA