73577-69-2Relevant academic research and scientific papers
Nucleotides, XI. - Synthesis and Properties of Dinucleoside Monophosphates with Thymidine and 1-(2'-Deoxy-β-D-ribofuranosyl)lumazines as Building Blocks
Bannwarth, Willi,Pfleiderer, Wolfgang
, p. 50 - 64 (2007/10/02)
The synthesis of various dinucleoside monophosphates (6a-e) with thymidine (3a) and 1-(2'-deoxy-β-D-ribofuranosyl)lumazines (3b-d) as building blocks via the phosphotriester approach is described.The completely protected phosphotriesters (4a-e) as well as the partially deblocked intermediates (5a-e) have been isolated and characterized by physical methods.Intramolecular interactions in the free dinucleoside monophosphates 6a-e have been detected by the determination of the hypochromicities and measurement of CD spectra, revealing a small base-stacking effect.Enzymatic hydrolysis of the dinucleoside monophosphates with snake venom and spleen phosphodiesterase strongly depends on various structural features and is greatly retarded in presence of the 6,7-diphenyllumazine moiety as an aglycone.
