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Nucleotide. IX . Synthese und Eigenschaften von 1‐(2′‐Desoxy‐ D ‐ribofuranosyl)‐lumazin‐3′‐monophosphaten
Author(s) -
Charubala Ramamurthy,
Pfleiderer Wolfgang
Publication year - 1979
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19790620426
Subject(s) - chemistry , nucleotide , stereochemistry , hydrolysis , yield (engineering) , nucleoside , biochemistry , materials science , metallurgy , gene
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.