Abstract
2-Naphthalenesulfonic acid (4-hydroxy-7-[[[[5-hydroxy-6-[(4 cinnamylphenyl)azo]-7-sulfo-2-naphthalenyl]amino]-carbonyl]amino]-3-[(4-cinnamylphenyl)]azo (KM-1)) is a novel non-nucleoside reverse transcriptase inhibitor (NNRTI) that was designed to bind at an unconventional site on human immunodeficiency virus type 1 reverse transcriptase (RT) (Skillman, A. G., Maurer, K. W., Roe, D. C., Stauber, M. J., Eargle, D., Ewing, T. J., Muscate, A., Davioud-Charvet, E., Medaglia, M. V., Fisher, R. J., Arnold, E., Gao, H. Q., Buckheit, R., Boyer, P. L., Hughes, S. H., Kuntz, I. D., and Kenyon, G. L. (2002) Bioorg. Chem. 30, 443-458). We have investigated the mechanism by which KM-1 inhibits wild-type human immunodeficiency virus type 1 RT by using pre-steady state kinetic methods to examine the effect of KM-1 on the parameters governing the single nucleotide incorporation catalyzed by RT. Analysis of the pre-steady-state burst phase of dATP incorporation showed that KM-1 decreased the amplitude of the reaction as previously shown for other NNRTIs, because of the slow equilibration of the inhibitor with RT. In the ternary enzyme-DNA-KM-1 complex (E-DNA-I), incorporation of the next nucleotide onto the primer is blocked. However, unlike con...Continue Reading
References
Jun 26, 1992·Science·L A KohlstaedtT A Steitz
Nov 25, 1988·Science·J D RobertsT A Kunkel
Dec 1, 1994·Protein Expression and Purification·M StahlhutD B Olsen
Feb 17, 1995·Science·R A SpenceK A Johnson
Apr 1, 1995·Nature Structural Biology·R EsnoufD Stuart
Aug 1, 1995·Journal of Virology·L M Mansky, H M Temin
Aug 15, 1995·Proceedings of the National Academy of Sciences of the United States of America·K RittingerR S Goody
May 1, 1993·Medicinal Research Reviews·E De Clercq
May 9, 1997·Journal of Molecular Biology·M PerachA Hizi
Mar 27, 1998·The New England Journal of Medicine·F J PalellaS D Holmberg
May 23, 1998·Journal of Molecular Biology·H Q GaoS H Hughes
Jul 21, 1998·Science·P Piot
Feb 11, 1999·Biochemical Pharmacology·E TramontanoP La Colla
Sep 1, 1999·Proceedings of the National Academy of Sciences of the United States of America·S G SarafianosE Arnold
Aug 30, 2001·The Journal of Biological Chemistry·A A JohnsonK A Johnson
Sep 29, 2001·Journal of Molecular Biology·J RenD K Stammers
Mar 9, 2002·Journal of Virology·Paul L BoyerStephen H Hughes
Apr 5, 2002·Journal of Medicinal Chemistry·Susan L McGovernBrian K Shoichet
May 23, 2002·Antimicrobial Agents and Chemotherapy·Dimitrios Motakis, Michael A Parniak
Jul 23, 2002·Current Opinion in Chemical Biology·Brian K ShoichetJohn J Irwin
Aug 21, 2002·Journal of Virology·Louis M ManskyLisa C Gajary
Mar 19, 2003·Bioorganic Chemistry·A Geoffrey SkillmanGeorge L Kenyon
Apr 2, 2003·Virology·Louis M Mansky
Sep 19, 2003·Journal of Medicinal Chemistry·Susan L McGovernBrian K Shoichet
Oct 3, 2003·Journal of Medicinal Chemistry·James SeidlerBrian K Shoichet
Nov 5, 2003·Medicinal Research Reviews·Joseph Sebastian, Hawazin Faruki
Dec 17, 2003·Biochemistry·Harold LeeKenneth A Johnson
Feb 3, 2004·Current Drug Targets. Infectious Disorders·Nancy Shulman, Mark Winters
Feb 26, 2004·Antimicrobial Agents and Chemotherapy·Kirsten L WhiteMichael D Miller
Apr 2, 2004·Infection·E VoigtJ-K Rockstroh
Apr 14, 2004·Journal of Virology·Jing LuDaniel R Kuritzkes
Apr 20, 2004·AIDS·Hamid HassonAdriano Lazzarin
Apr 20, 2004·AIDS·Nadia AlatrakchiBrigitte Autran
May 12, 2004·Current Topics in Medicinal Chemistry·J Balzarini
Citations
Jun 10, 2010·The Journal of Biological Chemistry·Mia J BiondiMatthias Götte
Sep 30, 2010·The Journal of Biological Chemistry·Matthew M SchuckmannStefan G Sarafianos
Sep 8, 2012·The Journal of Biological Chemistry·Kamalendra SinghStefan G Sarafianos
Oct 18, 2007·Nucleic Acids Research·Jeremiah W Hanes, Kenneth A Johnson
Jul 13, 2012·Journal of Virology·Yong-Xiang WangMichael Nassal
Nov 23, 2013·Future Medicinal Chemistry·Angela CoronaStuart F J Le Grice
Jul 11, 2012·Molecular Biology International·Francesca EspositoEnzo Tramontano
Jun 4, 2015·Proceedings of the National Academy of Sciences of the United States of America·Jennifer LaGilda Tachedjian
Mar 1, 2008·Virus Research·Dirk Jochmans
Mar 29, 2008·Virus Research·Nicolas Sluis-Cremer, Gilda Tachedjian
Sep 27, 2015·Antiviral Research·Daniel N Clark, Jianming Hu
Jul 28, 2007·Protein Science : a Publication of the Protein Society·Qing XiaNicolas Sluis-Cremer
Mar 24, 2015·PLoS Pathogens·Lonneke van der LindenFrank J M van Kuppeveld
Nov 13, 2015·Memórias do Instituto Oswaldo Cruz·Lucianna Helene SantosErnesto Raúl Caffarena
Feb 12, 2008·The Biochemical Journal·Alon HerschhornAmnon Hizi
May 21, 2014·Molecular BioSystems·Dongwei KangXinyong Liu
Sep 1, 2013·Emerging Microbes & Infections·Scott A Jones, Jianming Hu
Mar 16, 2007·The Biochemical Journal·Carlos CruchagaJuan J Martinez-Irujo
Mar 23, 2019·Biochemistry·Jeffrey J DeStefano