Collect. Czech. Chem. Commun.
2000, 65, 1653-1668
https://doi.org/10.1135/cccc20001653
Phosphorylation of Purine (Phosphonomethoxy)alkyl Derivatives by Mitochondrial AMP Kinase (AK2 Type) from L1210 Cells
Romana Krejčová, Květoslava Horská, Ivan Votruba* and Antonín Holý
Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, 166 10 Prague 6, Czech Republic
Crossref Cited-by Linking
- Hu Minlu, Valicherla Guru R., Zhou Tian, Hillier Sharon L., Rohan Lisa C.: Expression, Activity, and Regulation of Phosphorylating Enzymes in Tissues and Cells Relevant to HIV-1 Sexual Transmission. AIDS Research and Human Retroviruses 2022, 38, 22. <https://doi.org/10.1089/aid.2020.0250>
- Sigel Astrid, Operschall Bert P., Sigel Helmut: Comparison of the π-stacking properties of purine versus pyrimidine residues. Some generalizations regarding selectivity. J Biol Inorg Chem 2014, 19, 691. <https://doi.org/10.1007/s00775-013-1082-5>
- 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>
- Bam Rujuta A, Birkus Gabriel, Babusis Darius, Cihlar Tomas, Yant Stephen R: Metabolism and Antiretroviral Activity of Tenofovir Alafenamide in CD4+ T-Cells and Macrophages from Demographically Diverse Donors. Antiviral Therapy 2014, 19, 669. <https://doi.org/10.3851/IMP2767>
- Špak Josef, Votruba Ivan, Pavingerová Daniela, Holý Antonín, Špaková Vlastimila, Petrzik Karel: Antiviral activity of tenofovir against Cauliflower mosaic virus and its metabolism in Brassica pekinensis plants. Antiv Res 2011, 92, 378. <https://doi.org/10.1016/j.antiviral.2011.08.014>
- Mertlíková-Kaiserová Helena, Rumlová Michaela, Tloušťová Eva, Procházková Eliška, Holý Antonín, Votruba Ivan: Point mutations in human guanylate kinase account for acquired resistance to anticancer nucleotide analogue PMEG. Biochemical Pharmacology 2011, 82, 131. <https://doi.org/10.1016/j.bcp.2011.04.002>
- Špak J., Holý A., Pavingerová D., Votruba I., Špaková V., Petrzik K.: New in vitro method for evaluating antiviral activity of acyclic nucleoside phosphonates against plant viruses. Antivir Res 2010, 88, 296. <https://doi.org/10.1016/j.antiviral.2010.09.019>
- Mehellou Youcef, Balzarini Jan, McGuigan Christopher: Aryloxy Phosphoramidate Triesters: a Technology for Delivering Monophosphorylated Nucleosides and Sugars into Cells. ChemMedChem 2009, 4, 1779. <https://doi.org/10.1002/cmdc.200900289>
- Freisinger Eva, Griesser Rolf, Lippert Bernhard, Moreno‐Luque Cristóbal F., Niclós‐Gutiérrez Juan, Ochocki Justyn, Operschall Bert P., Sigel Helmut: Comparison of the Surprising Metal‐Ion‐Binding Properties of 5‐ and 6‐Uracilmethylphosphonate (5Umpa2− and 6Umpa2−) in Aqueous Solution and Crystal Structures of the Dimethyl and Di(isopropyl) Esters of H2(6Umpa). Chemistry A European J 2008, 14, 10036. <https://doi.org/10.1002/chem.200800998>
- Ray Adrian S., Vela Jennifer E., Boojamra Constantine G., Zhang Lijun, Hui Hon, Callebaut Christian, Stray Kirsten, Lin Kuei-Ying, Gao Ying, Mackman Richard L., Cihlar Tomas: Intracellular Metabolism of the Nucleotide Prodrug GS-9131, a Potent Anti-Human Immunodeficiency Virus Agent. Antimicrob Agents Chemother 2008, 52, 648. <https://doi.org/10.1128/AAC.01209-07>
- van Bömmel Florian, Berg Thomas: Role of Tenofovir in the Treatment of Chronic HBV Infection. Future Virol. 2008, 3, 207. <https://doi.org/10.2217/17460794.3.3.207>
- Vela Jennifer E., Olson Loren Y., Huang Alan, Fridland Arnold, Ray Adrian S.: Simultaneous quantitation of the nucleotide analog adefovir, its phosphorylated anabolites and 2′-deoxyadenosine triphosphate by ion-pairing LC/MS/MS. J Chromatogr B 2007, 848, 335. <https://doi.org/10.1016/j.jchromb.2006.10.063>
- Birkus Gabriel, Wang Ruth, Liu Xiaohong, Kutty Nilima, MacArthur Holly, Cihlar Tomas, Gibbs Craig, Swaminathan Swami, Lee William, McDermott Martin: Cathepsin A Is the Major Hydrolase Catalyzing the Intracellular Hydrolysis of the Antiretroviral Nucleotide Phosphonoamidate Prodrugs GS-7340 and GS-9131. Antimicrob Agents Chemother 2007, 51, 543. <https://doi.org/10.1128/AAC.00968-06>
- Hořejší Kateřina, Andrei Graciela, Clercq Erik De, Snoeck Robert, Pohl Radek, Holý Antonín: Tricyclic etheno analogs of PMEG and PMEDAP: Synthesis and biological activity. Bioorganic & Medicinal Chemistry 2006, 14, 8057. <https://doi.org/10.1016/j.bmc.2006.07.036>
- Horská Květoslava, Votruba Ivan, Holý Antonín: Interaction of Phosphates of the Acyclic Nucleoside Phosphonates with Nucleoside Diphosphate Kinase from Yeast and Bovine Liver. Collect. Czech. Chem. Commun. 2006, 71, 35. <https://doi.org/10.1135/cccc20060035>
- Clercq Erik De, Holý Antonín: Acyclic nucleoside phosphonates: a key class of antiviral drugs. Nat Rev Drug Discov 2005, 4, 928. <https://doi.org/10.1038/nrd1877>
- Sigel Helmut, Griesser Rolf: Nucleoside 5′-triphosphates: self-association, acid–base, and metal ion-binding properties in solution. Chem. Soc. Rev. 2005, 34, 875. <https://doi.org/10.1039/b505986k>
- Ray Adrian S, Myrick Florence, Vela Jennifer E, Olson Loren Y, Eisenberg Eugene J, Borroto-Esoda Katyna, Miller Michael D, Fridland Arnold: Lack of a Metabolic and Antiviral Drug Interaction between Tenofovir, Abacavir and Lamivudine. Antiviral Therapy 2005, 10, 451. <https://doi.org/10.1177/135965350501000308>
- Ray Adrian S., Vela Jennifer E., Olson Loren, Fridland Arnold: Effective metabolism and long intracellular half life of the anti-Hepatitis B agent adefovir in hepatic cells. Biochemical Pharmacology 2004, 68, 1825. <https://doi.org/10.1016/j.bcp.2004.07.010>
- Birkus Gabriel, Rejman Dominik, Otmar Miroslav, Votruba Ivan, Rosenberg Ivan, Holy Antonin: The Substrate Activity of (S)-9-[3-Hydroxy-(2-phosphonomethoxy)Propyl]Adenine Diphosphate toward DNA Polymerases α, δ and ε. Antivir Chem Chemother 2004, 15, 23. <https://doi.org/10.1177/095632020401500103>
- Birkuš Gabriel, Hájek Miroslav, Kramata Pavel, Votruba Ivan, Holý Antonín, Otová Berta: Tenofovir Diphosphate Is a Poor Substrate and a Weak Inhibitor of Rat DNA Polymerases α, δ, and ε*. Antimicrob Agents Chemother 2002, 46, 1610. <https://doi.org/10.1128/AAC.46.5.1610-1613.2002>
- Balzarini J., Pannecouque C., De Clercq E., Aquaro S., Perno C.-F., Egberink H., Holý A.: Antiretrovirus Activity of a Novel Class of Acyclic Pyrimidine Nucleoside Phosphonates. Antimicrob Agents Chemother 2002, 46, 2185. <https://doi.org/10.1128/AAC.46.7.2185-2193.2002>
- Krejcova Romana, Horska Kvetoslava, Votruba Ivan, Holy Antonin: ChemInform Abstract: Phosphorylation of Purine (Phosphonomethoxy)alkyl Derivatives by Mitochondrial AMP Kinase (AK2 Type) from L1210 Cells. ChemInform 2001, 32. <https://doi.org/10.1002/chin.200114230>
- Holý Antonín, Votruba Ivan, Tloušťová Eva, Masojídková Milena: Synthesis and Cytostatic Activity of N-[2-(Phosphonomethoxy)alkyl] Derivatives of N6-Substituted Adenines, 2,6-Diaminopurines and Related Compounds. Collect. Czech. Chem. Commun. 2001, 66, 1545. <https://doi.org/10.1135/cccc20011545>