Molecules 2012, 17(11), 13036-13044; doi:10.3390/molecules171113036
Article

A Facile Synthesis of 5'-Fluoro-5'-deoxyacadesine (5'-F-AICAR): A Novel Non-phosphorylable AICAR Analogue

1, 1,* email, 1, 1, 2, 2, 1 and 1
Received: 29 September 2012; in revised form: 31 October 2012 / Accepted: 31 October 2012 / Published: 2 November 2012
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
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.
Keywords: AICAR; ZMP; AMPK; AMPK activation; fluorinated nucleosides; fluorination; imidazole nucleosides; nucleoside analogues; modified nucleosides
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MDPI and ACS Style

D'Errico, S.; Oliviero, G.; Borbone, N.; Amato, J.; D'Alonzo, D.; Piccialli, V.; Mayol, L.; Piccialli, G. A Facile Synthesis of 5'-Fluoro-5'-deoxyacadesine (5'-F-AICAR): A Novel Non-phosphorylable AICAR Analogue. Molecules 2012, 17, 13036-13044.

AMA Style

D'Errico S, Oliviero G, Borbone N, Amato J, D'Alonzo D, Piccialli V, Mayol L, Piccialli G. A Facile Synthesis of 5'-Fluoro-5'-deoxyacadesine (5'-F-AICAR): A Novel Non-phosphorylable AICAR Analogue. Molecules. 2012; 17(11):13036-13044.

Chicago/Turabian Style

D'Errico, Stefano; Oliviero, Giorgia; Borbone, Nicola; Amato, Jussara; D'Alonzo, Daniele; Piccialli, Vincenzo; Mayol, Luciano; Piccialli, Gennaro. 2012. "A Facile Synthesis of 5'-Fluoro-5'-deoxyacadesine (5'-F-AICAR): A Novel Non-phosphorylable AICAR Analogue." Molecules 17, no. 11: 13036-13044.


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