Synthesis and Biophysical Investigations of Oligonucleotides Containing Galactose-Modified DNA, LNA and 2'-Amino-LNA Monomers

Annika Ries, Rajesh Kumar, Chenguang Lou, Tamer Kosbar, Empar Vengut-Climent, Per Trolle Jørgensen, Juan C Morales, Jesper Wengel

Research output: Contribution to journalJournal articleResearchpeer-review

Abstract

Galactose-modified thymidine, LNA-T and 2'-amino-LNA-T nucleosides were synthesized, converted into the corresponding phosphoramidite derivatives and introduced into short oligonucleotides. Compared to the unmodified control strands, the galactose-modified oligonucleotides in general, and the N2'-functionalized 2'-amino-LNA derivatives in particular, showed improved duplex thermal stability against DNA and RNA complements and increased ability to discriminate mismatches. In addition, especially the 2'-amino-LNA-T derivatives induced remarkable 3'-exonucleolytic stability. These results were further investigated using molecular modelling studies.

Original languageEnglish
JournalThe Journal of Organic Chemistry
Volume81
Issue number22
Pages (from-to)10845-10856
ISSN0022-3263
DOIs
Publication statusPublished - 13. Oct 2016

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