Issue 9, 2009
From the journal:

Organic & Biomolecular Chemistry

Functionalization of 2′-amino-LNA with additional nucleobases†

Tadashi Umemoto,a   Jesper Wengela  and  Andreas Stahl Madsen*a  

* Corresponding authors

a Nucleic Acid Center, Department of Physics and Chemistry, University of Southern Denmark, Denmark
E-mail: asm@ifk.sdu.dk
Fax: +45 6615 8780
Tel: +45 6550 2599

Abstract

Thymin-1-yl-acetic acid and adenin-9-yl-acetic acid have been coupled to the N2′-atom of a 2′-amino-LNA thymine nucleoside, and these “double-headed” LNA monomers have been incorporated into oligodeoxyribonucleotides via their corresponding phosphoramidite derivatives. Oligonucleotides containing these modified nucleotides show in most cases increased thermal stability when forming duplexes with complementary DNA, even allowing multiple incorporations. Incorporation of “double-headed” LNA monomers in both strands also led to stable duplexes, however, no indication of Watson–Crick base pairing between the extra nucleobases could be found.

Graphical abstract: Functionalization of 2′-amino-LNA with additional nucleobases

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Article information

DOI
https://doi.org/10.1039/B901028A
Article type
Paper
Submitted
16 Jan 2009
Accepted
16 Feb 2009
First published
19 Mar 2009

Org. Biomol. Chem., 2009,7, 1793-1797

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Functionalization of 2′-amino-LNA with additional nucleobases

T. Umemoto, J. Wengel and A. S. Madsen, Org. Biomol. Chem., 2009, 7, 1793 DOI: 10.1039/B901028A

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