Efficient Buchwald–Hartwig–Migita Cross-Coupling for DNA Thioglycoconjugation

Nicolas Probst; Rémy Lartia; Océane Théry; Mouâd Alami; Eric Defrancq; Samir Messaoudi

doi:10.1002/chem.201705371

Efficient Buchwald–Hartwig–Migita Cross-Coupling for DNA Thioglycoconjugation

Nicolas Probst
, Rémy Lartia
, Océane Théry
, Mouâd Alami
, Eric Defrancq
, Samir Messaoudi

Research output: Contribution to journal › Article › peer-review

Abstract

An efficient method for the thioglycoconjugation of iodinated oligonucleotides by Buchwald–Hartwig–Migita cross-coupling under mild conditions is reported. The method enables divergent synthesis of many different functionalized thioglycosylated ODNs in good yields, without affecting the integrity of the other A, C, and G nucleobases.

Original language	English
Pages (from-to)	1795-1800
Number of pages	6
Journal	Chemistry - A European Journal
Volume	24
Issue number	8
DOIs	https://doi.org/10.1002/chem.201705371
Publication status	Published - 6 Feb 2018
Externally published	Yes

Keywords

DNA-glycoconjugates
Pd catalysis
oligonucleotides
thioglycoconjugation
thiosaccharide

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10.1002/chem.201705371

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title = "Efficient Buchwald–Hartwig–Migita Cross-Coupling for DNA Thioglycoconjugation",

abstract = "An efficient method for the thioglycoconjugation of iodinated oligonucleotides by Buchwald–Hartwig–Migita cross-coupling under mild conditions is reported. The method enables divergent synthesis of many different functionalized thioglycosylated ODNs in good yields, without affecting the integrity of the other A, C, and G nucleobases.",

keywords = "DNA-glycoconjugates, Pd catalysis, oligonucleotides, thioglycoconjugation, thiosaccharide",

author = "Nicolas Probst and R{\'e}my Lartia and Oc{\'e}ane Th{\'e}ry and Mou{\^a}d Alami and Eric Defrancq and Samir Messaoudi",

note = "Publisher Copyright: {\textcopyright} 2018 Wiley-VCH Verlag GmbH \& Co. KGaA, Weinheim",

year = "2018",

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doi = "10.1002/chem.201705371",

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journal = "Chemistry - A European Journal",

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T1 - Efficient Buchwald–Hartwig–Migita Cross-Coupling for DNA Thioglycoconjugation

AU - Probst, Nicolas

AU - Lartia, Rémy

AU - Théry, Océane

AU - Alami, Mouâd

AU - Defrancq, Eric

AU - Messaoudi, Samir

PY - 2018/2/6

Y1 - 2018/2/6

N2 - An efficient method for the thioglycoconjugation of iodinated oligonucleotides by Buchwald–Hartwig–Migita cross-coupling under mild conditions is reported. The method enables divergent synthesis of many different functionalized thioglycosylated ODNs in good yields, without affecting the integrity of the other A, C, and G nucleobases.

AB - An efficient method for the thioglycoconjugation of iodinated oligonucleotides by Buchwald–Hartwig–Migita cross-coupling under mild conditions is reported. The method enables divergent synthesis of many different functionalized thioglycosylated ODNs in good yields, without affecting the integrity of the other A, C, and G nucleobases.

KW - DNA-glycoconjugates

KW - Pd catalysis

KW - oligonucleotides

KW - thioglycoconjugation

KW - thiosaccharide

UR - https://www.scopus.com/pages/publications/85040654297

U2 - 10.1002/chem.201705371

DO - 10.1002/chem.201705371

M3 - Article

C2 - 29205564

AN - SCOPUS:85040654297

SN - 0947-6539

VL - 24

SP - 1795

EP - 1800

JO - Chemistry - A European Journal

JF - Chemistry - A European Journal

IS - 8

ER -

Efficient Buchwald–Hartwig–Migita Cross-Coupling for DNA Thioglycoconjugation

Abstract

Keywords

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