Nucleotide. IX . Synthese und Eigenschaften von 1‐(2′‐Desoxy‐ D ‐ribofuranosyl)‐lumazin‐3′‐monophosphaten

Nucleotides. IX. Synthesis and properties of 1‐(2′‐deoxy‐ D ‐ribofuranosyl)‐lumazin‐3′‐monophosphates The synthesis of various 1‐(2′‐deoxy‐α‐[and β‐] D ‐ribofuranosyl)‐lumazine‐3′‐monophosphates 25‐‐30 starting from the corresponding pteridine nucleosides 1‐‐6 is described. Monomethoxytritylation in 5′‐position to 7‐‐12 , phosphorylation by cyanoethylphosphate to 13‐‐18 , and deprotection by acid and base treatment afforded the lumazine nucleotides 25‐‐30 in good overall yield. The various reaction products have been characterized by physical means, such as UV. spectra, p K ‐values and their chromatographical and electrophoretical behaviour. Enzymatic dephosphorylations by alkaline phosphatase led to the starting material 1‐‐6 with a 3‐‐4 times slower hydrolysis rate in comparison to Tp.