Synthesis and structural characterization of diastereomeric isomers of RNA trimer adenylyl(3′-5′)adenylyl(3′-5′)adenosine

We have synthesized the diastereomeric isomers of adenylyl(3′-5′)adenylyl(3′-5′)adenosine (ApApA), and investigated their helical structures and hybridization properties with d-poly(U) by circular dichroism (CD) and UV melting experiments. The configuration of the 5′-end residue of ApApA has little effect on the helical structure. The configuration of the 3′-end residue has little effect on the stability of the triplex, and the chiral modifications cause complicated effects on the helical structure of ApApA and its triplex-forming ability with d-poly(U), depending on the site of the modification.

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