NUCLEOTIDES .9. SYNTHESIS AND PROPERTIES OF 1-(2'-DEOXY-D-RIBOFURANOSYL)-LUMAZIN-3'-MONOPHOSPHATES

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, pK‐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. Copyright © 1979 Verlag GmbH & Co. KGaA, Weinheim