Compatibility of 5-ethynyl-2′F-ANA UTP with in vitro selection for the generation of base-modified, nuclease resistant aptamers

Fabienne Levi-Acobas; Adam Katolik; Pascal Röthlisberger; Thomas Cokelaer; Ivo Sarac; Masad J. Damha; Christian J. Leumann; Marcel Hollenstein

doi:10.1039/C9OB01515A

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Compatibility of 5-ethynyl-2′F-ANA UTP with in vitro selection for the generation of base-modified, nuclease resistant aptamers†

Fabienne Levi-Acobas,‡^ab Adam Katolik,‡^cd Pascal Röthlisberger,^ab Thomas Cokelaer,^ef Ivo Sarac,^ab Masad J. Damha,

^d Christian J. Leumann^c and Marcel Hollenstein

*^ab

Author affiliations

* Corresponding authors

^a Institut Pasteur, Department of Structural Biology and Chemistry, Laboratory for Bioorganic Chemistry of Nucleic Acids, CNRS UMR 3523, 28, rue du Docteur Roux, 75724 Paris Cedex 15, France
E-mail: marcel.hollenstein@pasteur.fr

^b Institut Pasteur, Department of Genome and Genetics, Paris, France

^c Department of Chemistry and Biochemistry, University of Bern, Freiestrasse 3, CH-3012 Bern, Switzerland

^d Department of Chemistry, McGill University, 801 Rue Sherbrooke Street West, Montréal, Canada

^e Institut Pasteur, Bioinformatics and Biostatistics Hub, Department of Computational Biology, Institut Pasteur, USR 3756 CNRS, Paris, France

^f Institut Pasteur, Biomics Platform, Paris, France

Abstract

A modified nucleoside triphosphate bearing two modifications based on a 2′-deoxy-2′-fluoro-arabinofuranose sugar and a uracil nucleobase equipped with a C5-ethynyl moiety (5-ethynyl-2′F-ANA UTP) was synthesized. This nucleotide analog could enzymatically be incorporated into DNA oligonucleotides by primer extension and reverse transcribed to unmodified DNA. This nucleotide could be used in SELEX for the identification of high binding affinity and nuclease resistant aptamers.

This article is part of the themed collection: Chemical Biology in OBC

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Article information

DOI: https://doi.org/10.1039/C9OB01515A
Article type: Communication
Submitted: 08 Jul 2019
Accepted: 19 Aug 2019
First published: 19 Aug 2019

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Org. Biomol. Chem., 2019,17, 8083-8087

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Compatibility of 5-ethynyl-2′F-ANA UTP with in vitro selection for the generation of base-modified, nuclease resistant aptamers

F. Levi-Acobas, A. Katolik, P. Röthlisberger, T. Cokelaer, I. Sarac, M. J. Damha, C. J. Leumann and M. Hollenstein, Org. Biomol. Chem., 2019, 17, 8083 DOI: 10.1039/C9OB01515A

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Organic & Biomolecular Chemistry

Compatibility of 5-ethynyl-2′F-ANA UTP with in vitro selection for the generation of base-modified, nuclease resistant aptamers†

Abstract

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Compatibility of 5-ethynyl-2′F-ANA UTP with in vitro selection for the generation of base-modified, nuclease resistant aptamers

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