C–S Coupling of DNA-Conjugated Aryl Iodides for DNA-Encoded Chemical Library Synthesis

Thioethers have been widely found in biologically active compounds, including pharmaceuticals. In this report, a highly efficient approach to on-DNA construction of thioethers via Cu-promoted Ullmann cross-coupling between DNA-conjugated aryl iodides and thiols is developed. This methodology was dem...

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Veröffentlicht in:Bioconjugate chemistry 2021-04, Vol.32 (4), p.685-689
Hauptverfasser: Ji, Yue, Dai, Dongliang, Luo, Huadong, Shen, Simin, Fan, Jing, Wang, Zhao, Chen, Min, Wan, Jinqiao, Li, Jin, Ma, Huiyong, Liu, Guansai
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Sprache:eng
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Zusammenfassung:Thioethers have been widely found in biologically active compounds, including pharmaceuticals. In this report, a highly efficient approach to on-DNA construction of thioethers via Cu-promoted Ullmann cross-coupling between DNA-conjugated aryl iodides and thiols is developed. This methodology was demonstrated with medium to high yields, without obvious DNA damage. This reported reaction has strong potential for application in DNA-encoded chemical library synthesis.
ISSN:1043-1802
1520-4812
DOI:10.1021/acs.bioconjchem.1c00076