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MDPI, Molecules, 11(17), p. 13036-13044, 2012

DOI: 10.3390/molecules171113036

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A facile synthesis of 5′-Fluoro-5′-deoxyacadesine (5′-F-AICAR): A novel non-phosphorylable AICAR Analogue

Journal article published in 2012 by Stefano D'Errico, Giorgia Oliviero ORCID, Nicola Borbone, Jussara Amato, Daniele D'Alonzo, Vincenzo Piccialli, Luciano Mayol ORCID, Gennaro Piccialli ORCID
This paper is made freely available by the publisher.
This paper is made freely available by the publisher.

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Abstract

The substitution of a hydroxyl group by a fluorine atom in a potential drug is an efficient reaction that can, in principle, improve its pharmacological properties. Herein, the synthesis of the novel compound 5'-fluoro-5'-deoxyacadesine (5'-F-AICAR), a strict analogue of AICAR that cannot be 5'-phosphorylated to ZMP by cellular kinases, is reported.