Various adenosine-5′-phosphorazolides were prepared from adenosine-5′-phosphate and azoles such as 2-methylimidazole, 4-methylimidazole, 1,2,4-triazole, 3-nitro-1,2,4-triazole, benzimidazole and 2-methylbenzimidazole. The adenosine-5′-phosphorazolides obtained were then polymerized in neutral aqueous solution using uranyl(VI) ion as a catalyst. Oligoadenylates up to the hexadecamer with 2′-5′-internucleotide linkage were formed in high yields under the optimum condition. The azoles worked as adenylate activating group, and had a large effect on the rate of polymerization, the yield and the chain length of the resulting oligonucleotides. Imidazolides showed the moderate reactivity and gave oligoadenylates of the longest chain length. From the phosphortriazolides, only short-chained oligoadenylates were obtained, as they are susceptible to the hydrolysis. Polymerization and hydrolysis reaction of the benzimidazolides were retarded.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.