Intrinsic thermodynamics of ethoxzolamide inhibitor binding to human carbonic anhydrase XIII

BMC Biophysics

Volumn 5, Issue 1, 2012, Pages

  Baranauskiene, Lina ^a   Matulis, Daumantas ^a  

^a VILNIUS UNIVERSITY   (Lithuania)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 84874533137     PISSN: 20461682     EISSN: None     Source Type: Journal    
DOI: 10.1186/2046-1682-5-12     Document Type: Article

References (33)

1. Stadie W, O'Brien H: The catalysis of the hydration of carbon dioxide and dehydration of carbonic acid by an enzyme isolated from red blood cells. J Biol Chem 1933, 103:521-529.
2. Khalifah RG: Carbon dioxide hydration activity of carbonic anhydrase: paradoxical consequences of the unusually rapid catalysis. Proc Natl Acad Sci U S A 1973, 70(7):1986-1989.
3. Silverman DN, Lindskog S: The catalytic mechanism of carbonic anhydrase: implications of a rate-limiting proteolysis of water. Acc Chem Res 1988, 21:30-36.
4. Sly WS, Hu PY: Human carbonic anhydrases and carbonic anhydrase deficiencies. Annu Rev Biochem 1995, 64:375-401.
5. Liljas A, Laurberg M: A wheel invented three times. The molecular structures of the three carbonic anhydrases. EMBO Rep 2000, 1:16-17.
6. Supuran CT: Carbonic anhydrase inhibition with natural products: novel chemotypes and inhibition mechanisms. Mol Divers 2011, 15(2):305-316.
7. Supuran CT, Fiore AD, Alterio V, Monti SM, Simone GD: Recent Advances in Structural Studies of the Carbonic Anhydrase Family: The Crystal Structure of Human CA IX and CA XIII. Curr Pharm Des 2010, 16:3346-3254.
8. Supuran CT: Carbonic anhydrases: novel therapeutic applications for inhibitors and activators. Nat Rev Drug Discov 2008, 7(2):168-181.
9. Supuran CT, Scozzafava A: Carbonic anhydrases as targets for medicinal chemistry. Bioorg Med Chem 2007, 15(13):4336-4350.
10. Ladbury JE, Klebe G, Freire E: Adding calorimetric data to decision making in lead discovery: a hot tip. Nat Rev Drug Discov 2010, 9:23-27.
11. Lehtonen J, Shen B, Vihinen M, Casini A, Scozzafava A, Supuran CT, Parkkila AK, Saarnio J, Kivela AJ, Waheed A, Sly WS, Parkkila S: Characterization of CA XIII, a novel member of the carbonic anhydrase isozyme family. J Biol Chem 2004, 279(4):2719-2727.
12. Fiore AD, Monti SM, Hilvo M, Parkkila S, Romano V, Scaloni A, Pedone C, Scozzafava A, Supuran CT, Simone GD: Crystal structure of human carbonic anhydrase XIII and its complex with the inhibitor acetazolamide. Proteins 2009, 74:164-175.
13. Lehtonen JM, Parkkila S, Vullo D, Casini A, Scozzafava A, Supuran CT: Carbonic anhydrase inhibitors. Inhibition of cytosolic isozyme XIII with aromatic and heterocyclic sulfonamides: a novel target for the drug design. Bioorg Med Chem Lett 2004, 14(14):3757-3762.
14. Vernier W, Chong W, Rewolinski D, Greasley S, Pauly T, Shaw M, Dinh D, Ferre RA, Nukui S, Ornelas M, Reyner E: Thioether benzenesulfonamide inhibitors of carbonic anhydrases II and IV: structure-based drug design, synthesis, and biological evaluation. Bioorg Med Chem 2010, 18(9):3307-3319.
15. Capkauskaite E, Baranauskiene L, Golovenko D, Manakova E, Grazulis S, Tumkevicius S, Matulis D: Indapamide-like benzenesulfonamides as inhibitors of carbonic anhydrases I, II, VII, and XIII. Bioorg Med Chem 2010, 18(21):7357-7364.
16. Sudzius J, Baranauskiene L, Golovenko D, Matuliene J, Michailoviene V, Torresan J, Jachno J, Sukackaite R, Manakova E, Grazulis S, Tumkevicius S, Matulis D: 4-[N-(substituted 4-pyrimidinyl)amino]benzenesulfonamides as inhibitors of carbonic anhydrase isozymes I, II, VII, and XIII. Bioorg Med Chem 2010, 18(21):7413-7421.
17. Khalifah RG, Zhang F, Parr JS, Rowe ES: Thermodynamics of binding of the CO2-competitive inhibitor imidazole and related compounds to human carbonic anhydrase I: an isothermal titration calorimetry approach to studying weak binding by displacement with strong inhibitors. Biochemistry 1993, 32(12):3058-3066.
18. Baker BM, Murphy KP: Evaluation of linked protonation effects in protein binding reactions using isothermal titration calorimetry. Biophys J 1996, 71(4):2049-2055.
19. Krishnamurthy VM, Kaufman GK, Urbach AR, Gitlin I, Gudiksen KL, Weibel DB, Whitesides GM: Carbonic anhydrase as a model for biophysical and physical-organic studies of proteins and protein-ligand binding. Chem Rev 2008, 108(3):946-1051.
20. Velazquez Campoy A, Freire E: ITC in the post-genomic era.? Priceless. Biophys Chem 2005, 115(2-3):115-124.
21. Velazquez-Campoy A, Freire E: Isothermal titration calorimetry to determine association constants for high-affinity ligands. Nat Protoc 2006, 1:186-191.
22. Matulis D, Kranz JK, Salemme FR, Todd MJ: Thermodynamic stability of carbonic anhydrase: measurements of binding affinity and stoichiometry using ThermoFluor. Biochemistry 2005, 44(13):5258-5266.
23. Mezzasalma TM, Kranz JK, Chan W, Struble GT, Schalk-Hihi C, Deckman IC, Springer BA, Todd MJ: Enhancing recombinant protein quality and yield by protein stability profiling. J Biomol Screen 2007, 12(3):418-428.
24. Zubriene A, Matuliene J, Baranauskiene L, Jachno J, Torresan J, Michailoviene V, Cimmperman P, Matulis D: Measurement of Nanomolar Dissociation Constants by Titration Calorimetry and Thermal Shift Assay-Radicicol Binding to Hsp90 and Ethoxzolamide Binding to CAII. Int J Mol Sci 2009, 10(6):2662-2680.
25. Kranz JK, Schalk-Hihi C: Protein thermal shifts to identify low molecular weight fragments. Methods Enzymol 2011, 493:277-298.
26. Zubriene A, Kazlauskas E, Baranauskiene L, Petrauskas V, Matulis D: Isothermal titration calorimetry and thermal shift assay in drug design. European pharmaceutical review 2011, 16:56-59.
27. Cimmperman P, Matulis D: Protein thermal denaturation measurements via a fluorescent dye.: RSC Publishing; 2011:247-274. chap. 8.
28. Baranauskiene L, Hilvo M, Matuliene J, Golovenko D, Manakova E, Dudutiene V, Michailoviene V, Torresan J, Jachno J, Parkkila S, Maresca A, Supuran CT, Grazulis S, Matulis D: Inhibition and binding studies of carbonic anhydrase isozymes I, II and IX with benzimidazo[1,2-c][1,2,3]thiadiazole-7-sulphonamides. J Enzyme Inhib Med Chem 2010, 25(6):863-870.
29. Cimmperman P, Baranauskiene L, Jachimoviciute S, Jachno J, Torresan J, Michailoviene V, Matuliene J, Sereikaite J, Bumelis V, Matulis D: A quantitative model of thermal stabilization and destabilization of proteins by ligands. Biophys J 2008, 95(7):3222-3231.
30. Matulis D, Todd MJ: Thermodynamics-Structure Correlations of Sulfonamide Inhibitor Binding to Carbonic Anhydrase.: Wiley; 2004:107-132.
31. Remko M, von der Lieth CW: Theoretical study of gas-phase acidity, pKa, lipophilicity, and solubility of some biologically active sulfonamides. Bioorg Med Chem 2004, 12(20):5395-5403.
32. Innocenti A, Scozzafava A, Supuran CT: Carbonic anhydrase inhibitors. Inhibition of transmembrane isoforms IX, XII, and XIV with less investigated anions including trithiocarbonate and dithiocarbamate. Bioorg Med Chem Lett 2010, 20(5):1548-1550.
33. Thiry A, Ledecq M, Cecchi A, Frederick R, Dogne JM, Supuran CT, Wouters J, Masereel B: Ligand-based and structure-based virtual screening to identify carbonic anhydrase IX inhibitors. Bioorg Med Chem 2009, 17(2):553-557.