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

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

doi:10.1039/c8cc01360h

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

Department of Physics, Chemistry and Pharmacy

Research output: Contribution to journal › Journal article › Research › peer-review

207 Downloads (Pure)

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 language	English
Journal	Chemical Communications
Volume	54
Issue number	57
Pages (from-to)	8003-8006
ISSN	1359-7345
DOIs	https://doi.org/10.1039/c8cc01360h
Publication status	Published - 12. Jul 2018

Keywords

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

Documents & Links

10.1039/c8cc01360h

Modification of oligodeoxynucleotides by on-column Suzuki cross-coupling reactionsAccepted manuscript, 1.07 MB

1 Ph.D. thesis

Synthesis of functionalized oligonucleotides using UNA-based building blocks or conjugation chemistry based on Suzuki crosscoupling chemistry and click chemistry
Ejlersen, M., 2017, Syddansk Universitet. Det Naturvidenskabelige Fakultet.
Research output: Thesis › Ph.D. thesis

Cite this

@article{8a3a770fe9ff471b9197ed9602c1708c,

title = "Modification of oligodeoxynucleotides by on-column Suzuki cross-coupling reactions",

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.",

keywords = "Boronic Acids/chemistry, Catalysis, Idoxuridine/analogs & derivatives, Oligodeoxyribonucleotides/chemistry, Palladium/chemistry",

author = "Maria Ejlersen and Chenguang Lou and Sanghvi, {Yogesh S.} and Yitzhak Tor and Jesper Wengel",

year = "2018",

month = jul,

day = "12",

doi = "10.1039/c8cc01360h",

language = "English",

volume = "54",

pages = "8003--8006",

journal = "Chemical Communications",

issn = "1359-7345",

publisher = "Royal Society of Chemistry",

number = "57",

}

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 - Journal article

C2 - 29967912

AN - SCOPUS:85049887666

SN - 1359-7345

VL - 54

SP - 8003

EP - 8006

JO - Chemical Communications

JF - Chemical Communications

IS - 57

ER -

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

Abstract

Keywords

Documents & Links

Fingerprint

Related research output

Synthesis of functionalized oligonucleotides using UNA-based building blocks or conjugation chemistry based on Suzuki crosscoupling chemistry and click chemistry

Cite this