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

Maria Ejlersen, Chenguang Lou, Yogesh S. Sanghvi, Yitzhak Tor, Jesper Wengel*

*Corresponding author for this work

Research output: Contribution to journalLetterResearchpeer-review

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Abstract

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.

Original languageEnglish
JournalChemical Communications
Volume54
Issue number57
Pages (from-to)8003-8006
ISSN1359-7345
DOIs
Publication statusPublished - 12. Jul 2018

Fingerprint

Oligonucleotides
Oligodeoxyribonucleotides
Boronic Acids
Monomers
Acids
5-iodouridine

Keywords

  • Boronic Acids/chemistry
  • Catalysis
  • Idoxuridine/analogs & derivatives
  • Oligodeoxyribonucleotides/chemistry
  • Palladium/chemistry

Cite this

Ejlersen, Maria ; Lou, Chenguang ; Sanghvi, Yogesh S. ; Tor, Yitzhak ; Wengel, Jesper. / Modification of oligodeoxynucleotides by on-column Suzuki cross-coupling reactions. In: Chemical Communications. 2018 ; Vol. 54, No. 57. pp. 8003-8006.
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abstract = "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.",
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Modification of oligodeoxynucleotides by on-column Suzuki cross-coupling reactions. / Ejlersen, Maria; Lou, Chenguang; Sanghvi, Yogesh S.; Tor, Yitzhak; Wengel, Jesper.

In: Chemical Communications, Vol. 54, No. 57, 12.07.2018, p. 8003-8006.

Research output: Contribution to journalLetterResearchpeer-review

TY - JOUR

T1 - Modification of oligodeoxynucleotides by on-column Suzuki cross-coupling reactions

AU - Ejlersen, Maria

AU - Lou, Chenguang

AU - Sanghvi, Yogesh S.

AU - Tor, Yitzhak

AU - Wengel, Jesper

PY - 2018/7/12

Y1 - 2018/7/12

N2 - 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.

AB - 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.

KW - Boronic Acids/chemistry

KW - Catalysis

KW - Idoxuridine/analogs & derivatives

KW - Oligodeoxyribonucleotides/chemistry

KW - Palladium/chemistry

U2 - 10.1039/c8cc01360h

DO - 10.1039/c8cc01360h

M3 - Letter

C2 - 29967912

AN - SCOPUS:85049887666

VL - 54

SP - 8003

EP - 8006

JO - Chemical Communications

JF - Chemical Communications

SN - 1359-7345

IS - 57

ER -