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Molecules 2017, 22(5), 852; doi:10.3390/molecules22050852

Synthesis and Excellent Duplex Stability of Oligonucleotides Containing 2′-Amino-LNA Functionalized with Galactose Units

1
Biomolecular Nanoscale Engineering Center, Department of Physics, Chemistry and Pharmacy, University of Southern Denmark, Campusvej 55, 5230 Odense M, Denmark
2
Department of Chemistry, University of Delhi, Delhi 110007, India
*
Author to whom correspondence should be addressed.
Academic Editor: Harri Lönnberg
Received: 3 May 2017 / Revised: 17 May 2017 / Accepted: 17 May 2017 / Published: 21 May 2017
(This article belongs to the Special Issue Synthesis and Applications of Oligonucleotide Conjugates)
View Full-Text   |   Download PDF [907 KB, uploaded 21 May 2017]   |  

Abstract

A convenient method for the preparation of oligonucleotides containing internally-attached galactose and triantennary galactose units has been developed based on click chemistry between 2′-N-alkyne 2′-amino-LNA nucleosides and azido-functionalized galactosyl building blocks. The synthesized oligonucleotides show excellent binding affinity and selectivity towards complementary DNA/RNA strands with an increase in the melting temperature of up to +23.5 °C for triply-modified variants. View Full-Text
Keywords: 2′-Amino-LNA; click chemistry; duplex stability; triantennary galactose ligand; oligonucleotides 2′-Amino-LNA; click chemistry; duplex stability; triantennary galactose ligand; oligonucleotides
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Kumar, R.; Ries, A.; Wengel, J. Synthesis and Excellent Duplex Stability of Oligonucleotides Containing 2′-Amino-LNA Functionalized with Galactose Units. Molecules 2017, 22, 852.

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