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^*

^*Kontaktforfatter

Institut for Fysik, Kemi og Farmaci

Publikation: Bidrag til tidsskrift › Tidsskriftartikel › Forskning › peer 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.

Originalsprog	Engelsk
Tidsskrift	Chemical Communications
Vol/bind	54
Udgave nummer	57
Sider (fra-til)	8003-8006
ISSN	1359-7345
DOI	https://doi.org/10.1039/c8cc01360h
Status	Udgivet - 12. jul. 2018

Dokumenter og links

10.1039/c8cc01360h

Modification of oligodeoxynucleotides by on-column Suzuki cross-coupling reactionsAccepteret manuskript, 1,07 MB

1 Ph.d.-afhandling

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.
Publikation: Afhandling › Ph.d.-afhandling

Citationsformater

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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",

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doi = "10.1039/c8cc01360h",

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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

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

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