3,902
Views
18
CrossRef citations to date
0
Altmetric
Research Article

Oxamic acid analogues as LDH-C4-specific competitive inhibitors

, , , &
Pages 579-586 | Received 03 Nov 2010, Accepted 16 Feb 2011, Published online: 25 Mar 2011

References

  • Everse J, Kaplan NO. Lactate dehydrogenases: structure and function. Adv Enzymol Relat Areas Mol Biol 1973;37:61–133.
  • Goldberg E, Eddy EM, Duan C, Odet F. LDHC: the ultimate testis-specific gene. J Androl 2010;31:86–94.
  • Markert CL, Shaklee JB, Whitt GS. Evolution of a gene. Multiple genes for LDH isozymes provide a model of the evolution of gene structure, function and regulation. Science 1975;189:102–114.
  • Li SS. Lactate dehydrogenase isoenzymes A (muscle), B (heart) and C (testis) of mammals and the genes coding for these enzymes. Biochem Soc Trans 1989;17:304–307.
  • Hawtrey CO, Goldberg E. Some kinetic aspects of sperm specific lactate dehydrogenase in mice. J Exp Zool 1970;174:451–461.
  • Wong C, Yañez R, Brown DM, Dickey A, Parks ME, McKee RW. Isolation and properties of lactate dehydrogenase isozyme X from Swiss mice. Arch Biochem Biophys 1971;146:454–460.
  • Coronel CE, Burgos C, Gerez de Burgos NM, Rovai LE, Blanco A. Catalytic properties of the sperm-specific lactate dehydrogenase (LDH X or C4) from different species. J Exp Zool 1983;225:379–385.
  • Blanco A, Burgos C, Gerez de Burgos NM, Montamat EE. Properties of the testicular lactate dehydrogenase isoenzyme. Biochem J 1976;153:165–172.
  • Burgos C, Maldonado C, Gerez de Burgos NM, Aoki A, Blanco A. Intracellular localization of the testicular and sperm-specific lactate dehydrogenase isozyme C4 in mice. Biol Reprod 1995;53:84–92.
  • Gupta GS. LDH-C4: a unique target of mammalian spermatozoa. Crit Rev Biochem Mol Biol 1999;34:361–385.
  • Koslowski M, Türeci O, Bell C, Krause P, Lehr HA, Brunner J et al. Multiple splice variants of lactate dehydrogenase C selectively expressed in human cancer. Cancer Res 2002;62:6750–6755.
  • Tang H, Goldberg E. Homo sapiens lactate dehydrogenase c (Ldhc) gene expression in cancer cells is regulated by transcription factor Sp1, CREB, and CpG island methylation. J Androl 2009;30:157–167.
  • Wong C, Rodríguez-Páez L, Nogueda B, Pérez A, Baeza I. Selective inhibition of the sperm-specific lactate dehydrogenase isozyme-C4 by N-isopropyl oxamate. Biochim Biophys Acta 1997;1343:16–22.
  • Mújica A, Moreno-Rodríguez R, Naciff J, Neri L, Tash JS. Glucose regulation of guinea-pig sperm motility. J Reprod Fertil 1991;92:75–87.
  • Dixon M, Webb EC. Enzymes, 3rd ed. London: Longmans Group Ltd., 1979:349.
  • Vera O, Muñoz MG, Jaffe K. Wave parameters of the sperm flagellum as predictors of human spermatozoa motility. Andrologia 1998;30:153–157.
  • Pietrobon EO, Domínguez LA, Vincenti AE, Burgos MH, Fornés MW. Detection of the mouse acrosome reaction by acid phosphatase. Comparison with chlortetracycline and electron microscopy. J Androl 2001;22:96–103.
  • Ward CR, Storey BT. Determination of the time course of capacitation in mouse spermatozoa using a chlortetracycline fluorescence assay. Dev Biol 1984;104:287–296.
  • Battellino LJ, Jaime FR, Blanco A. Kinetic properties of rabbit testicular lactate dehydrogenase isozyme. J Biol Chem 1968;243:5185–5192.
  • Holmes LD, Schiller MR, Boeker EA. Kinetic analysis of lactate dehydrogenase using integrated rate equations. Experientia 1993;49:893–901.
  • Burgos C, Gerez de Burgos NM, Coronel CE, Blanco A. Substrate specificity of the lactate dehydrogenase isoenzyme C4 from human spermatozoa and a possible selective assay. J Reprod Fertil 1979;55:101–106.
  • Li SS, Fitch WM, Pan YC, Sharief FS. Evolutionary relationships of vertebrate lactate dehydrogenase isozymes A4 (muscle), B4 (heart), and C4 (testis). J Biol Chem 1983;258:7029–7032.
  • Holmes RS, Goldberg E. Computational analyses of mammalian lactate dehydrogenases: human, mouse, opossum and platypus LDHs. Comput Biol Chem 2009;33:379–385.
  • Pineda JR, Callender R, Schwartz SD. Ligand binding and protein dynamics in lactate dehydrogenase. Biophys j 2007;93:1474–1483.
  • Qiu L, Gulotta M, Callender R. Lactate dehydrogenase undergoes a substantial structural change to bind its substrate. Biophys J 2007;93:1677–1686.
  • Chang SM, Lee CY, Li SS. Structural relatedness of mouse lactate dehydrogenase isozymes, A4 (muscle), B4 (heart), and C4 (testis). Biochem Genet 1979;17:715–729.
  • Rossmann MG, Liljas A, Branden CI, Banaszak LJ. Evolutionary and structural relationships among dehydrogenases. In: Boyer PD, ed. The Enzymes, Vol. XI. New York: Academic Press, 1975:61–102.
  • Gupta GS, Kapur S, Kinsky RG. Inhibition kinetics of lactate dehydrogenase isoenzymes by gossypol acetic acid. Biochem Int 1988;17:25–34.
  • Vander Jagt DL, Deck LM, Royer RE. Gossypol: prototype of inhibitors targeted to dinucleotide folds. Curr Med Chem 2000;7:479–498.
  • Yu Y, Deck JA, Hunsaker LA, Deck LM, Royer RE, Goldberg E et al. Selective active site inhibitors of human lactate dehydrogenases A4, B4, and C4. Biochem Pharmacol 2001;62:81–89.
  • Baker BR. Design of Active-Site-Directed Irreversible Enzyme Inhibitors. New York: John Wiley & Sons, 1967:156–191.
  • Zhadin N, Gulotta M, Callender R. Probing the role of dynamics in hydride transfer catalyzed by lactate dehydrogenase. Biophys J 2008;95:1974–1984.
  • Swiderek K, Paneth P. Importance of the lactate dehydrogenase quaternary structure in theoretical calculations. J Phys Chem b 2010;114:3393–3397.
  • Odet F, Duan C, Willis WD, Goulding EH, Kung A, Eddy EM et al. Expression of the gene for mouse lactate dehydrogenase C (Ldhc) is required for male fertility. Biol Reprod 2008;79:26–34.
  • O’Flaherty CM, Beorlegui NB, Beconi MT. Lactate dehydrogenase-C4 is involved in heparin- and NADH-dependent bovine sperm capacitation. Andrologia 2002;34:91–97.
  • Duan C, Goldberg E. Inhibition of lactate dehydrogenase C4 (LDH-C4) blocks capacitation of mouse sperm in vitro. Cytogenet Genome Res 2003;103:352–359.
  • Kotlyar AB, Randazzo A, Honbo N, Jin ZQ, Karliner JS, Cecchini G. Cardioprotective activity of a novel and potent competitive inhibitor of lactate dehydrogenase. FEBS Lett 2010;584:159–165.

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.