title: 4'-Alkoxy oligodeoxynucleotides: a novel class of RNA mimics.
abstract: 4'-Alkoxy-oligothymidylates were prepared as model compounds to study the influence of a C4'-alkoxy group on hybridisation. The phosphodiester homooligomers (15 units long) containing either a 4'-methoxy or 4'-(2-methoxyethoxy) group were found to display increased hybridisation with both dA(15) and rA(15) complementary counterparts compared to the natural oligothymidylate. In addition, we found their hybridisation behaviour to be similar to that of the regioisomeric 2'-O-methyl-oligothymidylate. The formed complexes (duplexes and triplexes) were studied using UV spectroscopy and polyacrylamide gel electrophoresis (PAGE). Structural background of the hybridization behaviour was examined using NMR and MDS. The favourable hybridisation properties of the 4'-alkoxyoligothymidylates indicated that 4'-alkoxy modified nucleotides are promising compounds for the assembly of chimeric oligonucleotides with tunable properties.
authors: Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, v. v. i., Flemingovo 2, 166 10 Prague 6, Czech Republic.
authors: Radek
authors: R
authors: Liboska
authors: Jan
authors: J
authors: Snášel
authors: Ivan
authors: I
authors: Barvík
authors: Miloš
authors: M
authors: Buděšínský
authors: Radek
authors: R
authors: Pohl
authors: Zdeněk
authors: Z
authors: Točík
authors: Ondřej
authors: O
authors: Páv
authors: Dominik
authors: D
authors: Rejman
authors: Pavel
authors: P
authors: Novák
authors: Ivan
authors: I
authors: Rosenberg
mesh_terms: D008958:Models, Molecular; D056004:Molecular Dynamics Simulation; D018716:Molecular Mimicry; D009838:Oligodeoxyribonucleotides / Q000138:chemical synthesis* / Q000737:chemistry; D012313:RNA / Q000737:chemistry*
chemical_list: D009838:Oligodeoxyribonucleotides; D012313:RNA