Synthesis, duplex stabilization and structural properties of a fluorinated carbocyclic LNA analogue.

Seth PP, Pallan PS, Swayze EE, Egli M
Chembiochem. 2013 14 (1): 58-62

PMID: 23193103 · PMCID: PMC3684079 · DOI:10.1002/cbic.201200669

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.

Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

MeSH Terms (6)

Base Sequence Chemistry Techniques, Synthetic Halogenation Models, Molecular Nucleic Acid Conformation Oligonucleotides

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