1223357-71-8Relevant academic research and scientific papers
2′-Linking of lipids and other functions to uridine through 1,2,3-triazoles and membrane anchoring of the amphiphilic products
Kaczmarek, Oliver,Scheidt, Holger A.,Bunge, Andreas,Foese, David,Karsten, Sebastian,Arbuzova, Anna,Huster, Daniel,Liebscher, Juergen
, p. 1579 - 1586 (2010)
A straightforward synthesis of 2'-functionalized uridines was developed based on a Cu-catalyzed cycloaddition of 2'azido-2'-deoxyuridine and functionalized alkynes. The functions comprise biochemically important groups such as lipids, a fluorescent marker (Cy5 analogue), pentaacetylglucose, lysine and biotin, and are linked to the 2'-position of uridine by a 1,2,3-triazole ring. A number of NMR spectroscopic investigations revealed that the lipidated 2'-triazolyl-2'-deoxyuridines anchor themselves in the phospholipid membranes without: affecting the molecular order in the double layers; the polar moieties - uracil, ribose and triazole - are located in the lipid/water interface of the membrane.
