Literature DB >> 29205564

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

Nicolas Probst1, Rémy Lartia2, Océane Théry2, Mouâd Alami1, Eric Defrancq2, Samir Messaoudi1.   

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.
© 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  DNA-glycoconjugates; Pd catalysis; oligonucleotides; thioglycoconjugation; thiosaccharide

Mesh：

Substances：

Year:  2018        PMID： 29205564     DOI： 10.1002/chem.201705371

Source DB:  PubMed          Journal:  Chemistry        ISSN： 0947-6539            Impact factor:   5.236


  6 in total

Review 1.  Arylation Chemistry for Bioconjugation.

Authors:  Chi Zhang; Ekaterina V Vinogradova; Alexander M Spokoyny; Stephen L Buchwald; Bradley L Pentelute
Journal:  Angew Chem Int Ed Engl       Date:  2019-02-15       Impact factor: 15.336

2.  Efficient copper-catalyzed amination of DNA-conjugated aryl iodides under mild aqueous conditions.

Authors:  Yves Ruff; Frédéric Berst
Journal:  Medchemcomm       Date:  2018-05-17       Impact factor: 3.597

3.  Oligonucleotide Bioconjugation with Bifunctional Palladium Reagents.

Authors:  Muhammad Jbara; Jacob Rodriguez; Heemal H Dhanjee; Andrei Loas; Stephen L Buchwald; Bradley L Pentelute
Journal:  Angew Chem Int Ed Engl       Date:  2021-04-16       Impact factor: 15.336

4.  Convergent Synthesis of N,S-bis Glycosylquinolin-2-ones via a Pd-G3-XantPhos Precatalyst Catalysis.

Authors:  Wafa Redjdal; Nada Ibrahim; Belkacem Benmerad; Mouad Alami; Samir Messaoudi
Journal:  Molecules       Date:  2018-02-26       Impact factor: 4.411

Review 5.  Convertible and Constrained Nucleotides: The 2'-Deoxyribose 5'-C-Functionalization Approach, a French Touch.

Authors:  Crystalle Chardet; Corinne Payrastre; Béatrice Gerland; Jean-Marc Escudier
Journal:  Molecules       Date:  2021-09-30       Impact factor: 4.411

6.  Merging C(sp3)-H activation with DNA-encoding.

Authors:  Zhoulong Fan; Shuai Zhao; Tao Liu; Peng-Xiang Shen; Zi-Ning Cui; Zhe Zhuang; Qian Shao; Jason S Chen; Anokha S Ratnayake; Mark E Flanagan; Dominik K Kölmel; David W Piotrowski; Paul Richardson; Jin-Quan Yu
Journal:  Chem Sci       Date:  2020-09-07       Impact factor: 9.825
  6 in total

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