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The mechanism of isotopic exchange reaction of hydrogen H-5 of uracil derivatives in water and in non-protic solvents
Dračínský, Martin ; Jansa, Petr ; Chocholoušová, Jana ; Vacek, Jaroslav ; Kovačková, Soňa ; Holý, Antonín
The mechanism of isotopic exchange reaction of hydrogen H-5 of uracil and its methyl-derivatives in water and in organic solvents was studied. The key intermediate of the reaction is a C-5 tautomer of uracil. We have used 1H NMR spectroscopy to follow the kinetics of the hydrogen-to-deuterium exchange reaction. In aqueous media, a general base catalysis was observed and in organic solvents we propose a reaction mechanism with participation of the solvent molecules. These findings could be effectively used for the tritium labeling of pyrimidine nucleic acid bases.
Piperidine nucleoside phosphonic acid derivatives
Kovačková, Soňa ; Dračínský, Martin ; Rejman, Dominik
A series of novel phosphonic acid derivatives of piperidine nucleosides was prepared, whereby synthesis of both enantiomeric and diastereomeric derivatives was discussed. Preparation of diphosphate analogs of phosphonic acids derivatives is also described. The prepared nucleotide analogs were tested for their potential biological properties.

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1 Kovačková, Šárka
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