Modification of oligodeoxynucleotides by on-column Suzuki cross-coupling reactions

Modification of oligodeoxynucleotides by on-column Suzuki cross-coupling reactions

The on-column functionalization of oligodeoxynucleotides via base-free Suzuki cross-coupling reactions is reported herein. These cross-coupling reactions were carried out with various boronic acids and either full-length modified oligonucleotides containing one or more 2'-deoxy-5-iodouridine (5...

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Veröffentlicht in:Chemical communications (Cambridge, England) England), 2018, Vol.54 (57), p.8003-8006
Hauptverfasser: Ejlersen, Maria, Lou, Chenguang, Sanghvi, Yogesh S, Tor, Yitzhak, Wengel, Jesper
Format: Artikel
Sprache:eng
Schlagworte:
Boronic Acids - chemistry
Catalysis
Chemical reactions
Coupling
Cross coupling
Idoxuridine - analogs & derivatives
Idoxuridine - chemistry
Oligodeoxyribonucleotides - chemistry
Oligonucleotides
Palladium - chemistry
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Zusammenfassung:The on-column functionalization of oligodeoxynucleotides via base-free Suzuki cross-coupling reactions is reported herein. These cross-coupling reactions were carried out with various boronic acids and either full-length modified oligonucleotides containing one or more 2'-deoxy-5-iodouridine (5IdU) monomer(s) or on oligonucleotide fragments immediately after incorporation of 5IdU. Five different functionalities were coupled to oligonucleotides containing one or three attachment points.
ISSN:1359-7345
1364-548X
DOI:10.1039/c8cc01360h