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

Rajesh Kumar, Annika Ries, Jesper Wengel

Research output: Contribution to journalJournal articleResearchpeer-review

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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.

Original languageEnglish
Article number852
JournalMolecules
Volume22
Issue number5
Number of pages13
ISSN1420-3049
DOIs
Publication statusPublished - 2017

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galactose
oligonucleotides
Galactose
Oligonucleotides
complementary DNA
Click Chemistry
Complementary RNA
nucleosides
Alkynes
alkynes
synthesis
strands
Freezing
Melting point
affinity
Complementary DNA
selectivity
melting
RNA
chemistry

Keywords

  • Journal Article

Cite this

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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.",
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Synthesis and Excellent Duplex Stability of Oligonucleotides Containing 2'-Amino-LNA Functionalized with Galactose Units. / Kumar, Rajesh; Ries, Annika; Wengel, Jesper.

In: Molecules, Vol. 22, No. 5, 852, 2017.

Research output: Contribution to journalJournal articleResearchpeer-review

TY - JOUR

T1 - Synthesis and Excellent Duplex Stability of Oligonucleotides Containing 2'-Amino-LNA Functionalized with Galactose Units

AU - Kumar, Rajesh

AU - Ries, Annika

AU - Wengel, Jesper

PY - 2017

Y1 - 2017

N2 - 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.

AB - 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.

KW - Journal Article

U2 - 10.3390/molecules22050852

DO - 10.3390/molecules22050852

M3 - Journal article

C2 - 28531137

VL - 22

JO - Molecules

JF - Molecules

SN - 1420-3049

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M1 - 852

ER -