Structural binding evidence of the trypanocidal drugs Berenil® and Pentacarinate® active principles to a serine protease model

International Journal of Biological Macromolecules

Volumn 46, Issue 5, 2010, Pages 502-511

  Perilo, Cecília Steinberg ^a   Pereira, Márcio Tadeu ^a   Santoro, Marcelo Matos ^a   Nagem, Ronaldo Alves Pinto ^a  

^a FEDERAL UNIVERSITY OF MINAS GERAIS   (Brazil)

Author keywords

Binding; Diminazene; Pentamidine; Protein crystallography; Thermodynamics; Trypsin

Indexed keywords

BETA TRYPSIN; DIMINAZENE ACETURATE; PENTAMIDINE ISETHIONATE; SERINE PROTEINASE; UNCLASSIFIED DRUG;

ARTICLE; BINDING AFFINITY; BINDING SITE; CONTROLLED STUDY; CRYSTALLOGRAPHY; DRUG CONFORMATION; DRUG PROTEIN BINDING; DRUG STRUCTURE; ENZYME ACTIVE SITE; ENZYME INHIBITOR COMPLEX; HYDROGEN BOND; LIGAND BINDING; STRUCTURE ACTIVITY RELATION; THERMODYNAMICS;

BOVINAE;

EID: 77952546712     PISSN: 01418130     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.ijbiomac.2010.03.006     Document Type: Article

References (46)

1. Presnell S.R., Patil G.S., Mura C., Jude K.M., Conley J.M., Bertrand J.A., Kam C., Powers J.C., Williams L.D. Biochemistry 1998, 37:17068-17081.
2. Talhout R., Engberts J.B.F.N. Eur. J. Biochem. 2001, 268:1554-1560.
3. Harper J.W., Powers J.C. Biochemistry 1985, 24(December (25)):7200-7213.
4. Perona J.J., Craik C.S. Protein Sci. 1995, 4:337-360.
5. Pereira M.T., Silva-Alves J.M., Martins-José A., Lopes J.C.D., Santoro M.M. Braz. J. Med. Biol. Res. 2005, 38:1593-1601.
6. Bertrand J.A., Oleksyszyn J., Kam C., Boduszek B., Presnell S., Plaskon R., Suddat F.L., Powers J.C., Williams L.D. Biochemistry 1996, 35:3147-3155.
7. Talhout R., Villa A., Mark A.E., Engberts J.B.F.N. J. Am. Chem. Soc. 2003, 125:10570-10579.
8. Mares-Guia M., Shaw E. J. Biol. Chem. 1965, 240:1579-1585.
9. Gabriel B., Stubbs, Bergner A., Hauptmann J., Bode W., Stürzebecher J., Moroder L. J. Med. Chem. 1998, 41:4240-4250.
10. Berman H.M., Henrick K., Nakamura H. Nat. Struct. Biol. 2003, 10:980.
11. Katz B.A., Luong C. J. Mol. Biol. 1999, 292:669-684.
12. Whitlow M., Arnaiz D.O., Buckman B.O., Davey D.D., Griebel B., Guilford W.J., Koovakkat S.K., Liang A., Mohan R., Phillips G.B., Seto M., Shaw K.J., Shu W., Zhao Z., Light D.R., Morrissey M.M. Acta Crystallogr. Sect. D 1999, 155:1395-1404.
13. Dullweber F., Stubbs M.T., Musil D., Stürzebecher J., Klebe G. J. Mol. Biol. 2001, 313:593-614.
14. Katz B.A., Elrod K., Verner E., Mackman R.L., Luong C., Schrader W.D., Sendzik M., Spencer J.R., Sprengeler P.A., Kolesnikov A., Tai V.W., Hui H.C., Breitenbucher J.G., Allen D., Janc J.W. J. Mol. Biol. 2003, 329(1):93-120.
15. Katz B.A., Elrod K., Luong C., Rice M.J., Mackman R.L., Sprengeler P.A., Spencer J., Hataye J., Janc J., Link J., Litvak J., Rai R., Rice K., Sideris S., Verner E., Young W. J. Mol. Biol. 2001, 307:1451-1486.
16. Di Fenza A., Heine A., Koert U., Klebe G. ChemMedChem 2007, 2:297-308.
17. Morty R.E., Troeberg L., Pike R.N., Jones R., Nickel P., Londsdale-Eccles J.D., Coetzer T.H.T. FEBS Lett. 1998, 433:251-256.
18. Morty R.E., Londsdale-Eccles J.D., Morehead J., Caler E.V., Mentele R., Auerswald E.A., Coetzer T.H.T., Andrews N.W., Burleigh B.A. J. Biol. Chem. 1999, 274(37 (10)):26148-26156.
19. Stubbs M.T., Huber R., Bode W. FEBS Lett. 1995, 375:103-107.
20. Turk D., Sturzebecher J., Bode W. FEBS Lett. 1991, 287:133-138.
21. Maignan S., Guilloteau J.P., Pouzieux S., Choi-Sledeski Y.M., Becker M.R., Klein S.I., Ewing W.R., Pauls H.W., Spada A.P., Mikol V. J. Med. Chem. 2000, 43:3226-3232.
22. Nar H., Bauer M., Schmid A., Stassen J., Wienen W., Priepke H.W., Kauffmann I.K., Ries U.J., Hauel N.H. Structure 2001, 9:29-37.
23. Fokkens J., Klebe G. Angew. Chem. Int. Ed. Engl. 2006, 45:985-989.
24. Schroeder D.D., Shaw E. J. Biol. Chem. 1968, 243(June (11)):2943-2949.
25. Wiseman T., Williston S., Brandt J.F., Lin L.N. Anal. Biochem. 1989, 179:131-135.
26. Polikarpov I., Perles L.A., Oliveira R.T., Oliva G., Castellano E.E., Garratt R.C., Craievich A. J. Synchrotron Radiat. 1998, 5(Pt 2):72-76.
27. Borek D., Minor W., Otwinowski Z. Acta Crystallogr. D: Biol. Crystallogr. 2003, 59(November (Pt 11)):2031-2038.
28. Navaza J. Acta Crystallogr. D: Biol. Crystallogr. 2001, 57(Pt 10):1367-1372.
29. Acta Crystallogr. D: Biol. Crystallogr. 1994, 50(Pt 5):760-763.
30. Emsley P., Cowtan K. Acta Crystallogr. D: Biol. Crystallogr. 2004, 60(Pt 12/Pt 1):1232-2126.
31. Vagin A.A., Steiner R.A., Lebedev A.A., Potterton L., Mcnicholas S., Long F., Murshudov G.N. Acta Crystallogr. D: Biol. Crystallogr. 2004, 60(Pt 12/Pt 1):2184-2195.
32. Delano Scientific Llc., 2008 [http://www.pymol.org].
33. Marquart M., Walter J., Deisenhofer J., Bode W., Huber R. Acta Crystallogr. Sect. B 1983, 39:480.
34. Bode W., Schwager P. J. Mol. Biol. 1975, 83:209-230.
35. Renatus M., Bode W., Huber R., Sturzebecher J., Stubbs M.T. J. Med. Chem. 1998, 41:5445-5466.
36. Katz B.A., Clark J.M., Finer-Moore J.S., Jenkins T.E., Johnson C.R., Ross M.J., Luong C., Moore W.R., Stroud R.M. Nature 1998, 391:608-612.
37. Yung B.Y., Trowbridge C.G. J. Biol. Chem. 1980, 255(20):9724-9730.
38. Castro M.J., Anderson S. Biochemistry 1996, 35:11435-11446.
39. Grzesiak A., Helland R., Smalas A.O., Krowarsch D., Dadlez M., Otlewski J. J. Mol. Biol. 2000, 301(1):205-217.
40. Velazquez-Campoy A., Leavitt S.A., Freire E. Methods Mol. Biol. 2004, 261:35-54.
41. Hanson W.M., Domek G.J., Horvath M.P., Goldenberg D.P. J. Mol. Biol. 2007, 366(1):230-243.
42. Czodrowski P., Sotriffer C.A., Klebe G. J. Mol. Biol. 2007, 367:1347-1356.
43. de Andrade A.S.R., Santoro M.M., de Melo M.N., Mares-Guia M. Exp. Parasitol. 1998, 89:153-160.
44. Hemerly J.P., Oliveira V., del Nery E., Morty R.E., Andrews N.W., Juliano M.A., Juliano L. Biochem. J. 1999, 373:1933-1939.
45. Morty R.E., Authie E., Troeberg L., Lonsdale-Eccles J.D., Coetzer T.H.T. Mol. Biochem. Parasitol. 1999, 102:145-155.
46. Coetzer T.H.T., Goldring J.P.D., Huson L.E.J. Biochimie 2008, 90:336-344.