19F NMR of RNA. The structural and chemical aspects of 5-fluoro-cytidine and -uridine labelling of oligoribonucleotides

Article abstract of DOI:10.1080/07328319608002399

Results of PM3 semiempirical calculation revealed that energy and hydrogen bonds geometry of 1-methyl-5-fluoro-uracil and -cytosine base-pairs with 9-methyladenine and -guanine respectively are virtually the same as for the natural bases. Analysis of proton coupling constants proved that the sugar puckering of 5-fluorouridine and 5-fluorocytidine is analogous to non-modified ribonucleosides. 5-Fluorocytidine was regioselectively introduced to oligoribonucleotides, prepared using 2'-O-tert-dimethylsilyl protection, via post-synthetic quantitative ammonolysis of 4-O-methyl-5-fluorouridine derived precursor.

Full text of DOI:10.1080/07328319608002399

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Nucleosides and Nucleotides
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19F NMR of RNA. The Structural
and Chemical Aspects of 5-Fluoro-
cytidine and-uridine Labelling of
Oligoribonucleotides
Artur Fischer a , Zofia Gdaniec a , Ewa Biala a , Marek Łożyński b
, Jan Milecki c & Ryszard W. Adamiak a
a Institute of Bioorganic Chemistry, Polish Academy of Sciences ,
Poznań, Poland
b Chemical Faculty, Technical University Poznań , Poznań,
Poland
c Chemical Faculty, Adam Mickiewicz University , Poznań, Poland
Published online: 21 Aug 2006.
To cite this article: Artur Fischer , Zofia Gdaniec , Ewa Biala , Marek Łożyński , Jan Milecki &
Ryszard W. Adamiak (1996) 19F NMR of RNA. The Structural and Chemical Aspects of 5-Fluoro-
cytidine and-uridine Labelling of Oligoribonucleotides , Nucleosides and Nucleotides, 15:1-3,
477-488
To link to this article: http://dx.doi.org/10.1080/07328319608002399
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