CYCLOHEXENE NUCLEIC ACIDS

摘要

Replacement of the furanose moiety of, for example, DNA by a cyclohexene ring gives a new nucleic acid structure: cyclohexene nucleic acids or CeNA. Cyclohexene nucleic acids can be obtained by the classical phosphoramidite chemistry starting from protected cyclohexenyl nucleoside building blocks. Incorporation of cyclohexenyl nucleosides in a DNA chain increases the stability of a DNA/RNA hybrid, the complex formed between cyclohexenyl oligoadenylate and its DNA or RNA complement is of similar stability. CD and NMR studies indicate easy conformational adaptation of a cyclohexenyl nucleoside when incorporated in a natural nucleic acid structure. CeNA is stable against degradation in serum and a CeNA/RNA hybrid is able to activate E. Coli Rnase H, resulting in cleavage of the RNA strand.