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Collect. Czech. Chem. Commun. 2008, 73, 275-291
https://doi.org/10.1135/cccc20080275

Human N6-Methyl-AMP/DAMP Aminohydrolase (Abacavir 5'-Monophosphate Deaminase) is Capable of Metabolizing N6-Substituted Purine Acyclic Nucleoside Phosphonates

Markéta Schinkmanováa,*, Ivan Votrubaa, Riri Shibatab, Bin Hanb, Xiaohong Liub, Tomas Cihlarb and Antonín Holýa

a Gilead Sciences Research Center, Institute of Organic Chemistry and Biochemistry, v.v.i., Academy of Sciences of the Czech Republic, 166 10 Prague 6, Czech Republic
b Gilead Sciences, Foster City, CA 94404, U.S.A.

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  • Krečmerová Marcela, Majer Pavel, Rais Rana, Slusher Barbara S.: Phosphonates and Phosphonate Prodrugs in Medicinal Chemistry: Past Successes and Future Prospects. Front. Chem. 2022, 10. <https://doi.org/10.3389/fchem.2022.889737>
  • Jiang Zhuoran, Wang Chao, Wu Zixin, Chen Kun, Yang Wei, Deng Hexiang, Song Heng, Zhou Xiang: Enzymatic deamination of the epigenetic nucleoside N6-methyladenosine regulates gene expression. Nucleic Acids Research 2021, 49, 12048. <https://doi.org/10.1093/nar/gkab1124>
  • De Clercq Erik: Tanovea® for the treatment of lymphoma in dogs. Biochemical Pharmacology 2018, 154, 265. <https://doi.org/10.1016/j.bcp.2018.05.010>
  • Blindauer Claudia A., Sigel Astrid, Operschall Bert P., Griesser Rolf, Holý Antonín, Sigel Helmut: Extent of intramolecular π stacks in aqueous solution in mixed-ligand copper(II) complexes formed by heteroaromatic amines and the anticancer and antivirally active 9-[2-(phosphonomethoxy)ethyl]guanine (PMEG). A comparison with related acyclic nucleotide analogues. Polyhedron 2016, 103, 248. <https://doi.org/10.1016/j.poly.2015.02.022>
  • Cortés Antoni, Gracia Eduard, Moreno Estefania, Mallol Josefa, Lluís Carme, Canela Enric I., Casadó Vicent: Moonlighting Adenosine Deaminase: A Target Protein for Drug Development. Medicinal Research Reviews 2015, 35, 85. <https://doi.org/10.1002/med.21324>
  • Zhang Qian, Ma Bai-Wei, Wang Qian-Qian, Wang Xing-Xing, Hu Xia, Xie Ming-Sheng, Qu Gui-Rong, Guo Hai-Ming: The Synthesis of Tenofovir and Its Analogues via Asymmetric Transfer Hydrogenation. Org. Lett. 2014, 16, 2014. <https://doi.org/10.1021/ol500583d>
  • Gómez-Coca Raquel B., Sigel Astrid, Operschall Bert P., Holý Antonín, Sigel Helmut: Solution properties of metal ion complexes formed with the antiviral and cytostatic nucleotide analogue 9-[2-(phosphonomethoxy)ethyl]-2-amino-6-dimethylaminopurine (PME2A6DMAP). Can. J. Chem. 2014, 92, 771. <https://doi.org/10.1139/cjc-2014-0041>
  • Baszczyňski Ondřej, Janeba Zlatko: Medicinal Chemistry of Fluorinated Cyclic and Acyclic Nucleoside Phosphonates. Medicinal Research Reviews 2013, 33, 1304. <https://doi.org/10.1002/med.21296>
  • Furman Phillip A., Murakami Eisuke, Niu Congrong, Lam Angela M., Espiritu Christine, Bansal Shalini, Bao Haiying, Tolstykh Tatiana, Micolochick Steuer Holly, Keilman Meg: Activity and the metabolic activation pathway of the potent and selective hepatitis C virus pronucleotide inhibitor PSI-353661. Antivir Res 2011, 91, 120. <https://doi.org/10.1016/j.antiviral.2011.05.003>
  • Baszczyňski Ondřej, Jansa Petr, Dračínský Martin, Klepetářová Blanka, Holý Antonín, Votruba Ivan, Clercq Erik de, Balzarini Jan, Janeba Zlatko: Synthesis and antiviral activity of N9-[3-fluoro-2-(phosphonomethoxy)propyl] analogues derived from N6-substituted adenines and 2,6-diaminopurines. Bioorganic & Medicinal Chemistry 2011, 19, 2114. <https://doi.org/10.1016/j.bmc.2011.02.050>
  • McGuigan Christopher, Madela Karolina, Aljarah Mohamed, Gilles Arnaud, Battina Srinivas K., Ramamurty Changalvala V.S., Srinivas Rao C., Vernachio John, Hutchins Jeff, Hall Andrea: Dual pro-drugs of 2′-C-methyl guanosine monophosphate as potent and selective inhibitors of hepatitis C virus. Biorg Med Chem Lett 2011, 21, 6007. <https://doi.org/10.1016/j.bmcl.2011.06.013>
  • Jansa Petr, Baszczyňski Ondřej, Dračínský Martin, Votruba Ivan, Zídek Zdeněk, Bahador Gina, Stepan George, Cihlar Tomas, Mackman Richard, Holý Antonín: A novel and efficient one-pot synthesis of symmetrical diamide (bis-amidate) prodrugs of acyclic nucleoside phosphonates and evaluation of their biological activities. Eur Med Chem 2011, 46, 3748. <https://doi.org/10.1016/j.ejmech.2011.05.040>
  • Murakami Eisuke, Bao Haiying, Mosley Ralph T., Du Jinfa, Sofia Michael J., Furman Phillip A.: Adenosine Deaminase-like Protein 1 (ADAL1): Characterization and Substrate Specificity in the Hydrolysis of N6- or O6-Substituted Purine or 2-Aminopurine Nucleoside Monophosphates. J. Med. Chem. 2011, 54, 5902. <https://doi.org/10.1021/jm200650j>
  • Birkus Gabriel, Kutty Nilima, Frey Christian R., Shribata Riri, Chou Tsuifen, Wagner Carston, McDermott Martin, Cihlar Tomas: Role of Cathepsin A and Lysosomes in the Intracellular Activation of Novel Antipapillomavirus Agent GS-9191. Antimicrob Agents Chemother 2011, 55, 2166. <https://doi.org/10.1128/AAC.01603-10>
  • Sedláček Ondřej, Břehová Petra, Pohl Radek, Holý Antonín, Janeba Zlatko: The synthesis of the 8-C-substituted 2,6-diamino-9-[2-(phosphonomethoxy)ethyl]purine (PMEDAP) derivatives by diverse cross-coupling reactions. Can. J. Chem. 2011, 89, 488. <https://doi.org/10.1139/V11-001>