698
Views
13
CrossRef citations to date
0
Altmetric
Research Article

1,2,4-thiadiazol-5(4H)-ones: a new class of selective inhibitors of Trypanosoma cruzi triosephosphate isomerase. Study of the mechanism of inhibition

, , , , , , , , , & show all
Pages 981-989 | Received 29 Apr 2012, Accepted 05 Jun 2012, Published online: 18 Jul 2012

References

  • Schofield CJ, Jannin J, Salvatella R. The future of Chagas disease control. Trends Parasitol 2006;22:583–588.
  • Gómez-Puyou A, Saavedra-Lira E, Becker I, Zubillaga RA, Rojo-Domínguez A, Pérez-Montfort R. Using evolutionary changes to achieve species-specific inhibition of enzyme action–studies with triosephosphate isomerase. Chem Biol 1995;2:847–855.
  • Velanker SS, Ray SS, Gokhale RS, Suma S, Balaram H, Balaram P et al. Triosephosphate isomerase from Plasmodium falciparum: the crystal structure provides insights into antimalarial drug design. Structure 1997;5:751–761.
  • Cortés-Figueroa AA, Pérez-Torres A, Salaiza N, Cabrera N, Escalona-Montaño A, Rondán A et al. A monoclonal antibody that inhibits Trypanosoma cruzi growth in vitro and its reaction with intracellular triosephosphate isomerase. Parasitol Res 2008;102:635–643.
  • Maldonado E, Soriano-García M, Moreno A, Cabrera N, Garza-Ramos G, de Gómez-Puyou M et al. Differences in the intersubunit contacts in triosephosphate isomerase from two closely related pathogenic trypanosomes. J Mol Biol 1998;283:193–203.
  • Waley SG. Refolding of triose phosphate isomerase. Biochem J 1973;135:165–172.
  • Zabori S, Rudolph R, Jaenicke R. Folding and association of triose phosphate isomerase from rabbit muscle. Z Naturforsch, C, Biosci 1980;35:999–1004.
  • Olivares-Illana V, Pérez-Montfort R, López-Calahorra F, Costas M, Rodríguez-Romero A, Tuena de Gómez-Puyou M et al. Structural differences in triosephosphate isomerase from different species and discovery of a multitrypanosomatid inhibitor. Biochemistry 2006;45:2556–2560.
  • Olivares-Illana V, Rodríguez-Romero A, Becker I, Berzunza M, García J, Pérez-Montfort R et al. Perturbation of the dimer interface of triosephosphate isomerase and its effect on Trypanosoma cruzi. PLoS Negl Trop Dis 2007;1:e1.
  • Cardinale D, Salo-Ahen OM, Ferrari S, Ponterini G, Cruciani G, Carosati E et al. Homodimeric enzymes as drug targets. Curr Med Chem 2010;17:826–846.
  • Cerecetto H, González M. Anti-T. cruzi agents: our experience in the evaluation of more than five hundred compounds. Mini Rev Med Chem 2008;8:1355–1383.
  • Alvarez G, Aguirre-López B, Varela J, Cabrera M, Merlino A, López GV et al. Massive screening yields novel and selective Trypanosoma cruzi triosephosphate isomerase dimer-interface-irreversible inhibitors with anti-trypanosomal activity. Eur J Med Chem 2010;45:5767–5772.
  • Ostoa-Saloma P, Garza-Ramos G, Ramírez J, Becker I, Berzunza M, Landa A et al. Cloning, expression, purification and characterization of triosephosphate isomerase from Trypanosoma cruzi. Eur J Biochem 1997;244:700–705.
  • Borchert TV, Pratt K, Zeelen JP, Callens M, Noble ME, Opperdoes FR et al. Overexpression of trypanosomal triosephosphate isomerase in Escherichia coli and characterisation of a dimer-interface mutant. Eur J Biochem 1993;211:703–710.
  • Kohl L, Callens M, Wierenga RK, Opperdoes FR, Michels PA. Triose-phosphate isomerase of Leishmania mexicana mexicana. Cloning and characterization of the gene, overexpression in Escherichia coli and analysis of the protein. Eur J Biochem 1994;220:331–338.
  • García-Torres I, Cabrera N, Torres-Larios A, Rodríguez-Bolaños M, Díaz-Mazariegos S, Gómez-Puyou A et al. Identification of amino acids that account for long-range interactions in two triosephosphate isomerases from pathogenic trypanosomes. PLoS ONE 2011;6:e18791.
  • Zomosa-Signoret V, Aguirre-López B, Hernández-Alcántara G, Pérez-Montfort R, de Gómez-Puyou MT, Gómez-Puyou A. Crosstalk between the subunits of the homodimeric enzyme triosephosphate isomerase. Proteins 2007;67:75–83.
  • Pace CN, Vajdos F, Fee L, Grimsley G, Gray T. How to measure and predict the molar absorption coefficient of a protein. Protein Sci 1995;4:2411–2423.
  • Rhoads TW, Lopez NI, Zollinger DR, Morré JT, Arbogast BL, Maier CS et al. Measuring copper and zinc superoxide dismutase from spinal cord tissue using electrospray mass spectrometry. Anal Biochem 2011;415:52–58.
  • Spartan’04; Wavefunction, Inc. 18401 Von Karman Avenue, Suite 370. Irvine, California 92612 USA.
  • Crommelin DJA, Schreier H. (1994) Liposomes. In: Kreuter J, ed. Colloidal Drug Delivery Systems. New York: Marcel Dekker, 73–190.
  • Benitez D, Cabrera M, Hernández P, Boiani L, Lavaggi ML, Di Maio R et al. 3-Trifluoromethylquinoxaline N,N’-dioxides as anti-trypanosomatid agents. Identification of optimal anti-T. cruzi agents and mechanism of action studies. J Med Chem 2011;54:3624–3636.
  • Téllez-Valencia A, Avila-Ríos S, Pérez-Montfort R, Rodríguez-Romero A, Tuena de Gómez-Puyou M, López-Calahorra F et al. Highly specific inactivation of triosephosphate isomerase from Trypanosoma cruzi. Biochem Biophys Res Commun 2002;295:958–963.
  • Zomosa-Signoret V, Hernández-Alcántara G, Reyes-Vivas H, Martínez-Martínez E, Garza-Ramos G, Pérez-Montfort R et al. Control of the reactivation kinetics of homodimeric triosephosphate isomerase from unfolded monomers. Biochemistry 2003;42:3311–3318.

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.