Exonuclease removal of dideoxycytidine (zalcitabine) by the human mitochondrial DNA polymerase

Antimicrobial Agents and Chemotherapy

Volumn 52, Issue 1, 2008, Pages 253-258

  Hanes, Jeremiah W ^a,b   Johnson, Kenneth A ^a  

^a UNIVERSITY OF TEXAS AT AUSTIN   (United States)

^b Department of Obstetrics Gynecology   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

2',3' DIDEOXYTHYMIDINE; CARBOVIR; DNA POLYMERASE; EMTRICITABINE; EXONUCLEASE; FIALURIDINE; LAMIVUDINE; MITOCHONDRIAL DNA; MITOCHONDRIAL ENZYME; STAVUDINE; TENOFOVIR; ZALCITABINE; ZIDOVUDINE;

ARTICLE; DRUG HALF LIFE; DRUG INDICATION; ENZYME ACTIVITY; HUMAN; HUMAN IMMUNODEFICIENCY VIRUS INFECTION; PRIORITY JOURNAL; VIRUS INHIBITION; VIRUS REPLICATION;

ANTI-HIV AGENTS; DEOXYCYTIDINE MONOPHOSPHATE; DIDEOXYNUCLEOTIDES; DNA-DIRECTED DNA POLYMERASE; EXONUCLEASES; HUMANS; MITOCHONDRIA; REVERSE TRANSCRIPTASE INHIBITORS; ZALCITABINE;

EID: 37849030691     PISSN: 00664804     EISSN: None     Source Type: Journal    
DOI: 10.1128/AAC.00778-07     Document Type: Article

References (22)

1. Adkins, J. C., D. H. Peters, and D. Faulds. 1997. Zalcitabine. An update of its pharmacodynamic and pharmacokinetic properties and clinical efficacy in the management of HIV infection. Drugs 53:1054-1080.
2. Cammack, N., P. Rouse, C. L. Marr, P. J. Reid, R. E. Boehme, J. A. Coates, C. R. Penn, and J. M. Cameron. 1992. Cellular metabolism of (-) enantiomeric 2′-deoxy-3′-thiacytidine. Biochem. Pharmacol. 43:2059-2064.
3. Chang, C. N., S. L. Doong, J. H. Zhou, J. W. Beach, L. S. Jeong, C. K. Chu, C. H. Tsai, Y. C. Cheng, D. Liotta, and R. Schinazi. 1992. Deoxycytidine deaminase-resistant stereoisomer is the active form of (+/-)-2′,3′-dideoxy-3′-thiacytidine in the inhibition of hepatitis B virus replication. J. Biol. Chem. 267:13938-13942.
4. Chang, C. N., V. Skalski, J. H. Zhou, and Y. C. Cheng. 1992. Biochemical pharmacology of (+)- and (-)-2′,3′-dideoxy-3′- thiacytidine as anti-hepatitis B virus agents. J. Biol. Chem. 267:22414-22420.
5. Donlin, M. J., S. S. Patel, and K. A. Johnson. 1991. Kinetic partitioning between the exonuclease and polymerase sites in DNA error correction. Biochemistry 30:538-546.
6. Dubinsky, R. M., R. Yarchoan, M. Dalakas, and S. Broder. 1989. Reversible axonal neuropathy from the treatment of AIDS and related disorders with 2′,3′-dideoxycytidine (ddC). Muscle Nerve 12:856-860.
7. Feng, J. Y., A. A. Johnson, K. A. Johnson, and K. S. Anderson. 2001. Insights into the molecular mechanism of mitochondrial toxicity by AIDS drugs. J. Biol. Chem. 276:23832-23837.
8. Feng, J. Y., E. Murakami, S. M. Zorca, A. A. Johnson, K. A. Johnson, R. F. Schinazi, P. A. Furman, and K. S. Anderson. 2004. Relationship between antiviral activity and host toxicity: comparison of the incorporation efficiencies of 2′,3′-dideoxy-5-fluoro-3′-thiacytidine- triphosphate analogs by human immunodeficiency virus type 1 reverse transcriptase and human mitochondrial DNA polymerase. Antimicrob. Agents Chemother. 48:1300-1306.
9. Gao, H. Q., P. L. Boyer, S. G. Sarafianos, E. Arnold, and S. H. Hughes. 2000. The role of steric hindrance in 3TC resistance of human immunodeficiency virus type-1 reverse transcriptase. J. Mol. Biol. 300:403-418.
10. Graves, S. W., A. A. Johnson, and K. A. Johnson. 1998. Expression, purification, and initial kinetic characterization of the large subunit of the human mitochondrial DNA polymerase. Biochemistry 37:6050-6058.
11. Gray, N. M., C. L. Marr, C. R. Penn, J. M. Cameron, and R. C. Bethell. 1995. The intracellular phosphorylation of (-)-2′-deoxy- 3′-thiacytidine (3TC) and the incorporation of 3TC 5′-monophosphate into DNA by HIV-1 reverse transcriptase and human DNA polymerase gamma. Biochem. Pharmacol. 50:1043-1051.
12. Hart, G. J., D. C. Orr, C. R. Penn, H. T. Figueiredo, N. M. Gray, R. E. Boehme, and J. M. Cameron. 1992. Effects of (-)-2′-deoxy-3′- thiacytidine (3TC) 5′-triphosphate on human immunodeficiency virus reverse transcriptase and mammalian DNA polymerases alpha, beta, and gamma. Antimicrob. Agents Chemother. 36:1688-1694.
13. Johnson, A. A., and K. A. Johnson. 2001. Exonuclease proofreading by human mitochondrial DNA polymerase. J. Biol. Chem. 276:38097-38107.
14. Johnson, A. A., and K. A. Johnson. 2001. Fidelity of nucleotide incorporation by human mitochondrial DNA polymerase. J. Biol. Chem. 276:38090-38096.
15. Johnson, A. A., A. S. Ray, J. Hanes, Z. Suo, J. M. Colacino, K. S. Anderson, and K. A. Johnson. 2001. Toxicity of antiviral nucleoside analogs and the human mitochondrial DNA polymerase. J. Biol. Chem. 276:40847- 40857.
16. Johnson, A. A., Y. Tsai, S. W. Graves, and K. A. Johnson. 2000. Human mitochondrial DNA polymerase holoenzyme: reconstitution and characterization. Biochemistry 39:1702-1708.
17. Kati, W. M., K. A. Johnson, L. F. Jerva, and K. S. Anderson. 1992. Mechanism and fidelity of HIV reverse transcriptase. J. Biol. Chem. 267:25988-25997.
18. Lee, H., J. Hanes, and K. A. Johnson. 2003. Toxicity of nucleoside analogues used to treat AIDS and the selectivity of the mitochondrial DNA polymerase. Biochemistry 42:14711-14719.
19. McKenzie, R., M. W. Fried, R. Sallie, H. Conjeevaram, A. M. Di Bisceglie, Y. Park, B. Savarese, D. Kleiner, M. Tsokos, C. Luciano, et al. 1995. Hepatic failure and lactic acidosis due to fialuridine (FIAU), an investigational nucleoside analogue for chronic hepatitis B. N. Engl. J. Med. 333:1099-1105.
20. Schinazi, R. F., C. K. Chu, A. Peck, A. McMillan, R. Mathis, D. Cannon, L. S. Jeong, J. W. Beach, W. B. Choi, and S. Yeola. 1992. Activities of the four optical isomers of 2′,3′-dideoxy-3′-thiacytidine (BCH-189) against human immunodeficiency virus type 1 in human lymphocytes. Antimicrob. Agents Chemother. 36:672-676.
21. Skalski, V., C. N. Chang, G. Dutschman, and Y. C. Cheng. 1993. The biochemical basis for the differential anti-human immunodeficiency virus activity of two eis enantiomers of 2′,3′-dideoxy-3′- thiacytidine. J. Biol. Chem. 268:23234-23238.
22. Whittington, R., and R. N. Brogden. 1992. Zalcitabine. A review of its pharmacology and clinical potential in acquired immunodeficiency syndrome (AIDS). Drugs 44:656-683.