Abstract
AbstractThe synthesis of the fluorescent thymidine nucleoside analog 5‐methyl‐pyrimidin‐2‐one nucleoside 1 (m5K) and that of its 2′,3′‐dideoxy derivative 2 (dm5K) are described. Moreover, the conversion of 1 and 2 into the corresponding 3‐methyl‐cycloSal‐phosphate triesters 11 and 12 or an enzyme‐cleavable prodrug 5‐acetoxymethylpropionate‐cycloSal‐phosphate triester 13, and the fluorescence and hydrolysis properties of these new lipophilic triesters are reported. Finally, the suitability of these cycloSal pronucleotides as probes is demonstrated in a cell‐extract hydrolysis experiment and a model study for cell uptake. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)
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