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

Publikation: Bidrag til tidsskriftTidsskriftartikelForskningpeer 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, the 2′-amino-LNA-T derivatives induced remarkable 3′-exonuclease resistance. These results were further investigated using molecular modeling studies.

OriginalsprogEngelsk
TidsskriftThe Journal of Organic Chemistry
Vol/bind81
Udgave nummer22
Sider (fra-til)10845-10856
ISSN0022-3263
DOI
StatusUdgivet - 13. okt. 2016

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