Binding of glyco-acridine derivatives to lysozyme leads to inhibition of amyloid fibrillization

Biomacromolecules

Volumn 14, Issue 4, 2013, Pages 1035-1043

  Vuong, Quan Van ^a   Siposova, Katarina ^b,c   Nguyen, Trang Truc ^a   Antosova, Andrea ^b   Balogova, Lucia ^c   Drajna, Ladislav ^c   Imrich, Jan ^c   Li, Mai Suan ^d   Gazova, Zuzana ^b  

^a INSTITUTE FOR COMPUTATIONAL SCIENCE AND TECHNOLOGY   (Viet Nam)

^b INSTITUTE OF EXPERIMENTAL PHYSICS   (Slovakia)

^c P J AFÁRIK UNIVERSITY   (Slovakia)

^d INSTITUTE OF PHYSICS   (Poland)

Author keywords

[No Author keywords available]

Indexed keywords

AMYLOID-RELATED DISEASE; BINDING AFFINITIES; COMPUTATIONAL TECHNIQUE; INHIBITION CONCENTRATIONS; INHIBITION EFFICIENCY; INHIBITORY ACTIVITY; SMALL MOLECULE INHIBITOR; VALENCE BOND THEORY;

ATOMIC FORCE MICROSCOPY; BINDING ENERGY; CHEMICAL BONDS; DISEASE CONTROL; ENZYMES; FLUORESCENCE SPECTROSCOPY; QUANTUM ELECTRONICS;

GLYCOPROTEINS;

ACRIDINE DERIVATIVE; AMYLOID; GLYCO ACRIDINE DERIVATIVE; LYSOZYME; UNCLASSIFIED DRUG;

ADSORPTION; ARTICLE; ATOMIC FORCE MICROSCOPY; BINDING AFFINITY; CHEMICAL STRUCTURE; CONFORMATION; CONTROLLED STUDY; ENZYME BINDING; ENZYME INHIBITION; FLUORESCENCE SPECTROSCOPY; HYDROGEN BOND; IC 50; IN VITRO STUDY; MOLECULAR DOCKING; NONHUMAN; PRIORITY JOURNAL; PROTON TRANSPORT; QUANTUM MECHANICS; STATIC ELECTRICITY;

ACRIDINES; AMYLOID; AMYLOID BETA-PEPTIDES; AMYLOIDOSIS; HUMANS; MURAMIDASE; PROTEIN CONFORMATION; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 84875992646     PISSN: 15257797     EISSN: 15264602     Source Type: Journal    
DOI: 10.1021/bm301891q     Document Type: Article

References (61)

1. Aguzzi, A.; O'Connor, T. Nat. Rev. Drug Discovery 2010, 9, 237-248
2. Uversky, V. N.; Fink, A. L. Biochim. Biophys. Acta 2004, 1698, 131-153
3. Stefani, M. Biochim. Biophys. Acta 2004, 1739, 5-25
4. Dobson, C. M. Semin. Cell Dev. Biol. 2004, 15, 3-16
5. Winner, B.; Jappelli, R.; Maji, S. K.; Desplats, P. A.; Boyer, L.; Aigner, S. Proc. Natl. Acad. Sci. U.S.A. 2010, 108, 4194-4199
6. Baglioni, S.; Casamenti, F.; Bucciantini, M.; Luheshi, L. M.; Taddei, N.; Chiti, F.; Dobson, C. M.; Stefani, M. J. Neurosci. 2006, 26, 8160-8167
7. Cohen, F. E.; Kelly, J. W. Nature 2003, 426, 905-909
8. Hard, T.; Lendel, Ch. J. Mol. Biol. 2012, 421, 441-465
9. Estrada, L. D.; Soto, C. Curr. Top. Med. Chem. 2007, 7, 115-126
10. Porat, Y.; Abramowitz, A.; Gazit, E. Chem. Biol. Drug Des. 2006, 67, 27-37
11. Vieira, M. N.; Figueroa-Villar, J. D.; Meirelles, M. N.; Ferreira, S. T.; De Felice, F. G. Cell Biochem. Biophys. 2006, 44, 549-553
12. De Felice, F. G.; Houzel, J.; Garcia-Abreu, J.; Louzada, P. R.; Afonso, R. C.; Meirelles, M. L.; Lent, R.; Neto, V. M.; Ferreira, S. T. FASEB J. 2001, 15, 1297-1299
13. Latawiec, D.; Herrera, F.; Bek, A.; Losasso, V.; Candotti, M.; Benetti, F.; Carlino, E.; Kranjc, A.; Lazzarino, M.; Gustincich, S.; Carloni, P.; Legname, G. PLoS One 2010, 5, 9234
14. Gazit, E. FASEB J. 2002, 16, 77-83
15. Bemporad, F.; Taddei, N.; Stefani, M.; Chiti, F. Protein Sci. 2006, 15, 862-870
16. Tracz, S. M.; Abedini, A.; Driscoll, M.; Raleigh, D. P. Biochemistry 2004, 43, 15901-15908
17. Feng, B. Y.; Toyama, B. H.; Wille, H.; Colby, D. W.; Collins, S. R.; May, B. C. H.; Prusiner, S. B.; Weissman, J.; Shoichet, B. K. Nat. Chem. Biol. 2008, 4, 197-199
18. Sarkar, N.; Kumar, M.; Dubey, V. K. Biochim. Biophys. Acta 2011, 1810, 809-814
19. De Felice, F. G.; Veira, M. N. N.; Nazareth, M.; Meirelles, L.; Morozova-Roche, L. A.; Dobson, C. M.; Ferreira, S. T. FASEB J. 2004, 10.1096/fj.03-1072fje
20. Yang, F.; Lim, G. P.; Begum, A. N.; Ubeda, O. J.; Simmons, M. R.; Ambegaokar, S. S.; Chen, P. P.; Kayed, R.; Glabe, C. G.; Frautschy, S. A.; Cole, G. M. J. Biol. Chem. 2005, 280, 5892-5901
21. Ono, K.; Yamada, M. J. Neurochem. 2006, 97, 105-115
22. Wang, S. S. S.; Liu, K. N.; Lee, W. H. Biophys. Chem. 2009, 144, 78-87
23. Li, J.; Zhu, M.; Manning-Bog, A. B.; Di Monte, D. A.; Fink, A. L. FASEB J. 2004, 18, 962-962
24. Bahramikia, S.; Yazdanparast, R.; Gheysarzadeh, A. Chem. Biol. Drug Des. 2012, 1-10
25. Cohen, T.; Frydman-Marom, A.; Rechter, M.; Gazit, E. Biochemistry 2006, 45, 4727-4735
26. Morshedi, D.; Ghaleh, N. R.; Habibi, A. E.; Ahmadian, S.; Gorgani, M. N. FEBS J. 2007, 274, 6415-6425
27. Gazova, Z.; Bellova, A.; Daxnerova, Z.; Imrich, J.; Kristian, P.; Tomascikova, J.; Bagelova, J.; Fedunova, D.; Antalik, M. Eur. Biophys. J. 2008, 37, 1261-1270
28. Antosova, A.; Chelli, B.; Bystrenova, E.; Siposova, K.; Valle, F.; Imrich, J.; Vilkova, M.; Kristian, P.; Biscarini, F.; Gazova, Z. Biochim. Biophys. Acta 2011, 485-474
29. Bucciantini, M.; Giannoni, E.; Chiti, F.; Baroni, F.; Formigli, L.; Zurdo, J.; Taddei, N.; Ramponi, G.; Dobson, C. M.; Stefani, M. Nature 2002, 416, 507-511
30. Wang, W.; Nema, S.; Teagarden, D. Int. J. Pharm. 2010, 390, 89-99
31. Dobson, C. M. Nature 2003, 426, 884-890
32. Artymiuk, P. J.; Blake, C. C. J. Mol. Biol. 1981, 152, 737-762
33. Radford, S. E.; Dobson, C. M.; Evans, P. A. Nature 1992, 358, 302-307
34. Pepys, M. B.; Hawkins, P. N.; Booth, D. R.; Vigushin, D. M.; Tennent, G. A.; Soutar, A. K.; Totty, N.; Nguyen, O.; Blake, C. C. F.; Terry, C. J.; Feest, T. G.; Zalini, A. M.; Hsuan, J. J. Nature 1993, 362, 553-557
35. Dumoulin, M.; Kumita, J. R.; Dobson, C. M. Acc. Chem. Res. 2006, 39, 603-610
36. Frare, E.; de Laureto, P. P.; Zurdo, J.; Dobson, C. M.; Fontana, A. J. Mol. Biol. 2004, 340, 1153-1165
37. Kumar, S.; Ravi, V. K.; Swaminathan, R. Proteins Proteomics 2009, 1794, 913-920
38. Dolinsky, T. J.; Nielsen, J. E.; McCammon, J. A.; Baker, N. A. Nucleic Acids Res. 2004, 32, W665-W667
39. Sanner, M. F. J. Mol. Graphics Mod. 1999, 17, 57-61
40. Trott, O.; Olson, A. J. J. Comput. Chem. 2010, 31, 455-461
41. Morris, G. M.; Goodsell, D. S.; Huey, R.; Olson, A. J. Mol. Des. 1996, 10, 293-304
42. Morris, G. M.; Godsell, D. S.; Halliday, R. S.; Huey, R.; Hart, W. E.; Belew, R. K.; Ol- son, A. J. J. Comput. Chem. 1998, 19, 1639-1662
43. Shano, D. F. Math. Comput. 1970, 24, 647-656
44. Stewart, J. J. P. J. Mol. Model. 2009, 73, 765-805
45. Stewart, J. J. P. Stewart Computational Chemistry, 2011; http://openmopac.
46. Korth, M. J. Chem. Theory Comput. 2010, 6, 3808-3816
47. Dobes, P.; Rezac, J.; Fanfrlik, J.; Otyepka, M.; Hobza, P. J. Phys. Chem. B 2011, 115, 8581-8589
48. Fanfrlik, J.; Bronowska, A. K.; Rezac, J.; Prenosil, O.; Konvalinka, J.; Hobza, P. J. Phys. Chem. B 2011, 114, 1266-12678
49. Zhang, W.; Hou, T.; Schafmeister, C.; Ross, W. S.; Case, D. A. Leap and sleap. AmberTools User's Manual, 1 st ed.; 2011.
50. Klamt, A.; Schuurmann, G. J. Chem. Soc., Perkin Trans. 1993, 2, 799-805
51. Raghu, P.; Reddy, G. B.; Sivakumar, B. Arch. Biochem. Biophys. 2002, 400, 43-47
52. Porat, Y.; Abramowitz, A.; Gazit, E. Chem. Biol. Drug Des. 2006, 67, 27-37
53. Ghosh, S.; Pandey, N. K.; Dasgupta, S. Int. J. Biol. Macromol. 2013, 54, 90-98
54. Lemkul, J. A.; Bevan, D. R. Biochemistry 2010, 49, 3935-3946 (2010)
55. Levy-Sakin, M.; Shreberk, M.; Daniel, Y.; Gazit, E. Islet 2009, 1, 210-215
56. Liu, K.-N.c; Lai, C.-M.; Lee, Y.-T.; Wang, S.-N.; Chen, R. P.-Y.; Jan, J.-S.; Liu, H.-S.; Wang, S. S.-S. Biochim. Biophys. Acta 2012, 180 (11) 1774-1786
57. Sarkar, N.; Kumar, M.; Dubey, V. K. Process Biochem. (Amsterdam, Neth.) 2011, 46, 1179-1185
58. Scherzer-Attali, R.; Shaltiel-Karyo, R.; Adalist, Y.; Segal, D.; Gazit, E. Proteins: Struct., Funct., Bioinf. 2012, 80, 1962-1973
59. Rabiee, A.; Ebrahim-Habibi, A.; Navidpour, L.; Morshedi, D.; Ghasemi, A.; Sabbaghian, M.; Nemati-Lay, M.; Nemat-Gorgani, M. Chem. Biol. Drug Des. 2011, 78, 659-666
60. Gavrin, L. K.; Denny, R. A.; Saiah, E. J. Med. Chem. 2012, 55, 10823-10843
61. Cooper, D. L. Valence Bond Theory, 1 st ed., Elsevier: Amsterdam, 2002.