Synthesis, duplex stabilization and structural properties of a fluorinated carbocyclic LNA analogue
Punit P Seth1, Pradeep S Pallan, Eric E Swayze
1Department of Medicinal Chemistry, Isis Pharmaceuticals, 2855 Gazelle Court, Carlsbad, CA 92010, USA. pseth@isisph.com
Chembiochem : a European Journal of Chemical Biology
|November 30, 2012
Abstract:
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.
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