Original title:
Novel conformationally locked nucleosides and nucleotides
Authors:
Nencka, Radim ; Šála, Michal ; Hřebabecký, Hubert ; Procházková, Eliška ; Mackman, R. ; Barauskas, O. ; Lee, Y. J. ; Tian, Y. Document type: Papers Conference/Event: Symposium on Chemistry of Nucleic Acid Components /16./, Český Krumlov (CZ), 2014-06-08 / 2014-06-13
Year:
2014
Language:
eng Abstract:
We report on a synthesis of two novel types of conformationally locked nucleoside analogues. We prepared 7 membered ring 3’,5’-bridged nucleoside analogs locked in a Southern conformation. These nucleoside analogues were converted in one pot to appropriate phosphoramidate prodrugs using boronate methodology. We also devised and prepared a novel carbocyclic nucleoside by replacing furanose with cyclohexene that resulted in a locked Northern conformation similar to LNA monomers. Further details on the biological activity and application for oligonucleotide synthesis will be discussed in detail.
Keywords:
locked nucleoside analogues; oligonucleotide synthesis Project no.: GPP207/12/P625 (CEP), VG20102015046 (CEP) Funding provider: GA ČR, GA MV Host item entry: Chemistry of Nucleic Acid Components. 16th Symposium, ISBN 978-80-86241-50-0
Institution: Institute of Organic Chemistry and Biochemistry AS ČR
(web)
Document availability information: Fulltext is available at the institute of the Academy of Sciences. Original record: http://hdl.handle.net/11104/0234281