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Synthesis, Duplex Stabilization and Structural Properties of a Fluorinated Carbocyclic LNA Analogue



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DNA oligonucleotides modified with nucleoside monomers which have an electron withdrawing group (EWG) at the 2′-position of the furanose ring form more stable duplexes with complementary RNA as compared to unmodified DNA. Here we show that an anti-periplanar orientation of the nucleobase and the 2′-EWG is important for optimal duplex stabilization even for nucleic acid analogues with conformationally locked furanose rings.