Premium
Versatile Method for the Site‐Specific Modification of DNA with Boron Clusters: Anti‐Epidermal Growth Factor Receptor (EGFR) Antisense Oligonucleotide Case
Author(s) -
EbenryterOlbińska Katarzyna,
Kaniowski Damian,
Sobczak Milena,
Wojtczak Błażej A.,
Janczak Sławomir,
Wielgus Ewelina,
Nawrot Barbara,
Leśnikowski Zbigniew J.
Publication year - 2017
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201702957
Subject(s) - oligonucleotide , nucleic acid , phosphoramidite , combinatorial chemistry , dna , chemistry , boron , biochemistry , biology , organic chemistry
A general and convenient approach for the incorporation of different types of boron clusters into specific locations of the DNA‐oligonucleotide chain based on the automated phosphoramidite method of oligonucleotide synthesis and post‐synthetic “click chemistry” modification has been developed. Pronounced effects of boron‐cluster modification on the physico‐ and biochemical properties of the antisense oligonucleotides were observed. The silencing activity of antisense oligonucleotides bearing a single boron cluster modification in the middle of the oligonucleotide chain was substantially higher than that of unmodified oligonucleotides. This finding may be of importance for the design of therapeutic nucleic acids with improved properties. The proposed synthetic methodology broadens the availability of nucleic acid–boron cluster conjugates and opens up new avenues for their potential practical use.