DNA and LNA oligonucleotides containing N2'-functionalised derivatives of 2'-amino-2'-deoxyuridine

Neerja Kalra, Cristina Maria Parlato, Virinder S. Parmar, Jesper Wengel

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Abstrakt

Synthesis of various N-acylated derivatives of 2′-amino-2′-deoxyuridine is described together with their incorporation into DNA and LNA oligonucleotides using the phosphoramidite approach on an automated DNA synthesizer. The thermal stabilities of duplexes formed by these 2′-amino-DNA-modified DNA or LNA/DNA chimeric strands and complementary DNA or RNA strands have been studied. Introduction of LNA monomers around the functionalised 2′-amino-DNA modifications results in reversal of the affinity-decreasing effect of the latter. This represents a novel general approach for design and synthesis of high-affinity functionalised oligonucleotides for biotechnological or medicinal applications.

OriginalsprogEngelsk
TidsskriftBioorganic & Medicinal Chemistry Letters
Vol/bind16
Udgave nummer12
Sider (fra-til)3166-3169
ISSN0960-894X
DOI
StatusUdgivet - 2006

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