19F NMR of RNA. The Structural and Chemical Aspects of 5-Fluoro-cytidine and-uridine Labelling of Oligoribonucleotides

Autor: Jan Milecki, Ryszard W. Adamiak, Artur Fischer, Marek Łożyński, Ewa Biala, Zofia Gdaniec
Rok vydání: 1996
Předmět:
Zdroj: Nucleosides and Nucleotides. 15:477-488
ISSN: 0732-8311
DOI: 10.1080/07328319608002399
Popis: Results of PM3 semiempirical calculation revealed that energy and hydrogen bonds geometry of 1-methyl-5-fluoro-uracil and -cytosine base-pairs with 9-methyl-adenine 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. #Dedicated to Professor Yoshihisa Mizuno on the occasion of his 75th birthday.
Databáze: OpenAIRE