C. Leydier et al., A NEW SYNTHESIS OF SOME 4'-THIO-(D)UNDER-BAR-RIBONUCLEOSIDES AND PRELIMINARY ENZYMATIC EVALUATION, Nucleosides & nucleotides, 13(10), 1994, pp. 2035-2050
A new synthesis of 4'-thioribonucleosides is presented together with t
he enzymatic evaluation of the adenosine analogues with respect to ade
nosine kinase. The 4-thio-D-ribofuranosyl carbohydrate precursor ($) u
nder bar 7 was obtained in good yield from D-ribose and further reacte
d with adenine and cytosine to give the a and beta anomers of 4'-thioa
denosine and 4'-thiocytidine, respectively. 4'-thio-beta-($) under bar
D-adenosine, ($) under bar 12 beta, is a poor substrate for bovine li
ver adenosine kinase but does not show substrate inhibition of the enz
yme.