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Škopić MK, Salamon H, Bugain O, et al. Acid- and Au(i)-mediated synthesis of hexathymidine-DNA-heterocycle chimeras, an efficient entry to DNA-encoded libraries inspired by drug structures. Chem Sci. 2017;8(5):3356-3361doi: 10.1039/c7sc00455a.
Škopić, M. K., Salamon, H., Bugain, O., Jung, K., Gohla, A., Doetsch, L. J., Dos Santos, D., Bhat, A., Wagner, B., & Brunschweiger, A. (2017). Acid- and Au(i)-mediated synthesis of hexathymidine-DNA-heterocycle chimeras, an efficient entry to DNA-encoded libraries inspired by drug structures. Chemical science, 8(5), 3356-3361. https://doi.org/10.1039/c7sc00455a
Škopić, Mateja Klika, et al. "Acid- and Au(i)-mediated synthesis of hexathymidine-DNA-heterocycle chimeras, an efficient entry to DNA-encoded libraries inspired by drug structures." Chemical science vol. 8,5 (2017): 3356-3361. doi: https://doi.org/10.1039/c7sc00455a
Škopić MK, Salamon H, Bugain O, Jung K, Gohla A, Doetsch LJ, Dos Santos D, Bhat A, Wagner B, Brunschweiger A. Acid- and Au(i)-mediated synthesis of hexathymidine-DNA-heterocycle chimeras, an efficient entry to DNA-encoded libraries inspired by drug structures. Chem Sci. 2017 May 01;8(5):3356-3361. doi: 10.1039/c7sc00455a. Epub 2017 Feb 28. PMID: 28507705; PMCID: PMC5416911.
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Chem Sci. 2017 May 01;8(5):3356-3361. doi: 10.1039/c7sc00455a. Epub 2017 Feb 28.

Acid- and Au(i)-mediated synthesis of hexathymidine-DNA-heterocycle chimeras, an efficient entry to DNA-encoded libraries inspired by drug structures.

Chemical science

Mateja Klika Škopić, Hazem Salamon, Olivia Bugain, Kathrin Jung, Anne Gohla, Lara J Doetsch, Denise Dos Santos, Avinash Bhat, Bernd Wagner, Andreas Brunschweiger

Affiliations

  1. Department of Chemistry and Chemical Biology , TU Dortmund University , Otto-Hahn-Str. 6 , 44227 Dortmund , Germany . Email: [email protected].

PMID: 28507705 PMCID: PMC5416911 DOI: 10.1039/c7sc00455a

Abstract

Libraries of DNA-tagged compounds are a validated screening technology for drug discovery. They are synthesized through combinatorial iterations of alternated coding and preparative synthesis steps. Thus, large chemical space can be accessed for target-based screening. However, the need to preserve the functionality of the DNA tag severely restricts the choice of chemical methods for library synthesis. Acidic organocatalysts, transition metals, and oxidants furnish diverse drug-like structures from simple starting materials, but cause loss of genetic information by depurination. A hexathymidine oligonucleotide, called "

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