Exploring the strength, mode, dynamics, and kinetics of binding interaction of a cationic biological photosensitizer with DNA: Implication on dissociation of the drug-DNA complex via detergent sequestration

Journal of Physical Chemistry B

Volumn 115, Issue 41, 2011, Pages 11938-11949

  Paul, Bijan Kumar ^a   Guchhait, Nikhil ^a  

^a UNIVERSITY OF CALCUTTA   (India)

Author keywords

[No Author keywords available]

Indexed keywords

ABSORPTION; ABSORPTION SPECTROSCOPY; BINDING ENERGY; DETERGENTS; DICHROISM; DISSOCIATION; DNA; DRUG DELIVERY; FLUORESCENCE; IONIC STRENGTH; PHOTOSENSITIZERS; UREA;

BINDING INTERACTION; BIOLOGICAL APPLICATIONS; BIOLOGICAL TARGETS; BIOMIMICKING; CANCER CELLS; CHAOTROPE; DETERGENT MOLECULES; DNA HELIX; DRUG DELIVERY VEHICLES; ELECTROSTATIC ATTRACTIONS; EMISSION PROFILE; FLUORESCENCE PROPERTIES; HARMANE; HELIX MELTING; MODE OF BINDING; NATURALLY OCCURRING; PHOTOPHYSICS; PROTOTROPIC TRANSFORMATIONS; ROTATIONAL RELAXATIONS; STEADY-STATE EMISSIONS; STEADY-STATE FLUORESCENCE QUENCHING; TECHNIQUES USED; THERAPEUTIC AGENTS; TIME-RESOLVED FLUORESCENCE;

DRUG INTERACTIONS;

EID: 80054691379     PISSN: 15206106     EISSN: 15205207     Source Type: Journal    
DOI: 10.1021/jp206589e     Document Type: Article

References (83)

1. Berg, J. M.; Tymoczko, J. L.; Stryer, L. In Biochemistry, 5 th ed.; Devlin, T. M., Ed.; W. H. Freeman and Company: New York, 2002.
2. Lambert, B.; LePecq, J. B. In DNA-Ligand Interactions, from Drugs to Proteins; Guschlbauer, W., Saenger, W., Eds.; Plenum: New York, 1986.
3. Acher, R. Proteins and Nucleic Acids, Comprehensive Biochemistry; Elsevier Publishing Company: New York, 1963; Vol. 8.
4. Dervan, P. B. Bioorg. Med. Chem. 2001, 9, 2215-2235
5. Wahl, M; Koberling, F.; Patting, M.; Rahn, E. H. Curr. Pharm. Biotechnol. 2004, 5, 299-308
6. Gniazdowski, M.; Cera, C. Chem. Rev. 1996, 96, 619-634
7. Zhou, L.; Yang, J.; Estavillo, C.; Stuart, J. D.; Schenkman, J. B.; Rusling, J. F. J. Am. Chem. Soc. 2003, 125, 1431-1436
8. Cgen, Q.-y.; Li, D.-h.; Zhao, Y.; Yang, H.-h.; Zhu, Q.-z.; Xu, J.-g. Analyst 1999, 124, 901-906
9. Saha, I.; Hossain, M.; Kumar, G. S. J. Phys. Chem. B 2010, 114, 15278-15287
10. Rajski, S. C.; Williams, R. M. Chem. Rev. 1998, 98, 2723-2795
11. Rao, K. E.; Lown, J. W. Chem. Res. Toxicol. 1991, 4, 466-473
12. Langer, R. Science 2001, 293, 58-59
13. Barton, J. K. J. Biomol. Struct. Dyn. 1983, 1, 621-632
14. Paul, B. K.; Guchhait, N. J. Phys. Chem. B 2010, 114, 12528-12540
15. Paul, B. K.; Samanta, A.; Guchhait, N. J. Phys. Chem. B 2010, 114, 6183-6196
16. Paul, B. K.; Samanta, A.; Guchhait, N. Langmuir 2010, 26, 3214-3224
17. Hu, Y.-J.; Ou-Yang, Y.; Dai, C.-M.; Liu, Y.; Xiao, X.-H. Biomacromolecules 2010, 11, 106-112
18. Dey, D.; Pramanik, N. R.; Basu, S. J. Phys. Chem. B 2009, 113, 8689-8694
19. Bose, A.; Basu, S. J. Phys. Chem. A 2008, 112, 12045-12053
20. Choudhury, S. D.; Basu, S. Spectrochim. Acta A 2005, 62, 736-739
21. Bloom, F.; Barchas., J.; Sandler, M.; Usdin, E. Progress in Clinical and Biological Research., Beta-carbolines and Tetrahydroisoquinolines; Alan R. Liss Inc.: New York, 1982; Vol. 90.
22. Braestrup, C.; Nielsen, M.; Olsen, C. E. Proc. Natl. Acad. Sci. U.S.A. 1980, 77, 2288-2292
23. Carlini, E. A. Pharmacol., Biochem. Behav. 2003, 75, 501-512
24. Dolmans, D. E. J. G. J.; Fukumura, D.; Jain, R. K. Nat. Rev. Cancer 2003, 3, 380-387
25. Allison, R. R.; Downie, G. H.; Cuenca, R.; Hu, X.-H.; Childs, C. J. H.; Sibata, C. H. Photodiagn. Photodyn. Ther. 2004, 1, 27-42
26. Henderson, B.; Dougherty, T., Eds.; Photodynamic Therapy: Basic Principles and Clinical Applications; Marcel Dekker Inc.: New York, 1992.
27. Chae, K. H.; Ham, H. S. Bull. Korean Chem. Soc. 1987, 7, 478-479
28. Leng, F. F.; Waldemar, P.; Chaires, J. B. Biochemistry 1998, 37, 1743-1753
29. Lakowicz, J. R. Principles of Fluorescence Spectroscopy; Plenum: New York, 1999.
30. Coronilla, A. S.; Carmona, C.; Munoz, M. A.; Balon, M. J. Fluoresc. 2009, 19, 1025-1035
31. Wolfbeis, O. S.; Furlinger, E.; Wintersteiger, R. Montash. Chem. 1982, 113, 509-517
32. Balon, M.; Munoz, M. A.; Guardado, P.; Hidalgo, J.; Carmona, C. Trends Photochem. Photobiol. 1994, 3, 117-138
33. Tuveson, R. W. In Light-Activated Pesticides; Heitz, J. R.; Downum, K. R., Eds.; ACS Symposium Series No. 339; American Chemical Society: Washington, DC, 1987; pp 192-205.
34. Braestrup, C.; Nielsen, M.; Olsen, C. E. Proc. Natl. Acad. Sci. U.S.A. 1980, 77, 2288-2292
35. Reyman, D.; Pardo, A.; Poyato, J. M. L. J. Phys. Chem. 1994, 98, 10408-10411
36. Hayashi, K.; Nagao, M.; Gugimara, T. Nucleic Acid Res. 1977, 4, 3679-3685
37. Gonzalez, M. M.; Arnbjerg, J.; Denofrio, M. P.; Erra-Balsells, R.; Ogilby, P. R.; Cabrarizo, F. M. J. Phys. Chem. A 2009, 113, 6648-6656
38. Pal, P.; Zeng, H.; Durocher, G.; Girard, D.; Giasson, R.; Blanchard, L.; Gaboury, L.; Illeneuve, L. J. Photochem. Photobiol. A 1996, 98, 65-72
39. Ghosh, S. K.; Pal, A.; Kundu, S.; Mandal, M.; Nath, S.; Pal, T. S. Langmuir 2004, 20, 5209-5213
40. Connors, K. A. Binding Constants. The Measurements of Molecular Complex Stability; Wiley: New York, 1987.
41. Abou-Zied, O. K.; Al-Shihi, O. I. K. J. Am. Chem. Soc. 2008, 130, 10793-10801
42. Cao, Y.; He, X. W. Spectrochim. Acta, Part A 1998, 54, 883-892
43. Chuan, D.; Yu-xia, W.; Yan-li, W. J. Photochem. Photobiol. A 2005, 174, 15-22
44. Modukuru, N. K.; Snow, K. J.; Perrin, B. S.; Kumar, C. V. J. Phys. Chem. B 2005, 109, 11810-11818
45. Berman, H. M.; Young, P. R. Annu. Rev. Biophys. Bioeng. 1981, 10, 87-114
46. Lerman, L. S. J. Mol. Biol. 1961, 3, 18-30
47. Kumar, C. V.; Asuncion, E. H. J. Chem. Soc.: Chem. Commun. 1992, 6, 470-472
48. Kumar, C. V.; Turner, R. S.; Asuncion, E. H. J. Photochem. Photobiol. A 1993, 74, 231-238
49. Martin, L.; Olives, A. I.; del Castillo, B.; Martin, M. A. Luminescense 2005, 20, 152-161
50. Sarkar, D.; Das, P.; Basak, S.; Chattopadhyay, N. J. Phys. Chem. B 2008, 112, 9243-9249
51. Canchi, D. R.; Paschek, D.; Garcia, A. E. J. Am. Chem. Soc. 2010, 132, 2338-2344
52. Priyakumar, U. D.; Hyeon, C.; Thirumalai, D.; MacKerell, A. D., Jr. J. Am. Chem. Soc. 2009, 131, 17759-17761
53. Sagle, L. B.; Zhang, Y.; Litosh, V. A.; Chen, X.; Cho, Y.; Cremer, P. S. J. Am. Chem. Soc. 2009, 131, 9304-9310
54. Gabel, F.; Ringkjobing, M.; Zacca, G.; Blackledge, M. J. Am. Chem. Soc. 2009, 131, 8769-8771
55. Jain, S. S.; Matjaz, A.; Hud, N. V. Nucleic Acids Res. 2003, 31, 4608-4615
56. Bonincontro, A.; Falivene, M.; LaMesa, C.; Risuleo, G.; Ruiz Pena, M. Langmuir 2008, 24, 1973-1978
57. Long, Y. F.; Liao, Q. G.; Zhi Huang, C.; Ling, J.; Li, Y. F. J. Phys. Chem. B 2008, 112, 1783-1788
58. Van Holde, K.; Johnson, W. C.; Ho, P. S. Principles of Physical Biochemistry; Prentice Hall: New York, 1998.
59. Garbett, N. C.; Ragazzon, P. A.; Chaires, J. B. Nature Protocols 2007, 2, 3166-3172
60. Monnot, M.; Mauffret, O.; Lescot, E.; Fermandjian, S. Eur. J. Biochem. 1992, 204, 1035-1039
61. Tietze, L. F.; Krewer, B.; Major, F.; Schuberth, I. J. Am. Chem. Soc. 2009, 131, 13031-13036
62. Santalucia, J. Proc. Natl. Acad. Sci. U.S.A. 1998, 95, 1460-1465
63. Mergny, J. L.; Duval-Valentin, G.; Nguyen, C. H.; Perrouault, L.; Faucon, B.; Rougee, M.; Montenay Garestier, T.; Bisagni, E.; Helene, C. Science 1992, 256, 1681-1684
64. Zhong, W.; Yu, J.-S.; Liang, Y. Spectrochim. Acta 2003, 59, 1281-1288
65. Patel, D. J. Acc. Chem. Res. 1979, 12, 118-125
66. Kinosita, K.; Kawato, S.; Ikegami, A. Biophys. J. 1977, 20, 289-305
67. Dutt, G. B. J. Phys. Chem. B 2005, 109, 4923-4928
68. Quitevis, E. L.; Marcus, A. H.; Fayer, M. D. J. Chem. Phys. 1993, 97, 5792-5769
69. Chakraborty, A.; Seth, D.; Setua, P.; Sarkar, N. J. Chem. Phys. 2008, 128, 204510-204519
70. McKenna, C. E.; Kashemirov, B. A.; Upton, T. G.; Batra, V. K.; Goodman, M. F.; Pedersen, L. C.; Beard, W. A.; Wilson, S. H. J. Am. Chem. Soc. 2007, 129, 15412-15413
71. Sahoo, D.; Bhattacharya, P.; Chakravorti, S. J. Phys. Chem. B 2010, 114, 2044-2050
72. Sakai, H.; Takeoka, S.; Wettstein, R.; Tsai, A. G.; Intaglietta, M.; Tsuchida, E. Am. J. Physiol.: Heart Circ. Physiol. 2002, 283, 1191-1199
73. Chakrabarty, A.; Mallick, A.; Haldar, B.; Das, P.; Chattopadhyay, N. Biomacromolecules 2007, 8, 920-927
74. Muller, W.; Crothers, D. M. J. Mol. Biol. 1968, 35, 251-290
75. Westerlund, F.; Wilhelmsson, L. M.; Norden, B.; Lincoln, P. J. Am. Chem. Soc. 2003, 125, 3773-3779
76. Gabbay, E. J.; Grier, D.; Fingerle, R. E.; Reimer, R.; Levy, R.; Pearce, S. W.; Wilson, W. D. Biochemistry 1976, 15, 2062-2070
77. Wilson, D. W.; Grier, D.; Reimer, R.; Bauman, J. D.; Preston, J. F.; Gabbay, E. J. J. Med. Chem. 1976, 19, 381-384
78. Fox, K. R.; Brassett, C.; Waring, M. J. Biochim. Biophys. Acta 1985, 840, 383-392
79. Wakelin, L. P. G.; Atwell, G. J.; Rewcastle, G. W.; Denny, W. A. J. Med. Chem. 1987, 30, 855-861
80. White, R. J.; Phillips, D. R. Biochem. Pharmacol. 1988, 38, 331-334
81. Phillips, D. R.; Greif, P. C.; Boston, R. C. Mol. Pharmacol. 1988, 33, 225-230
82. Geng, F.; Yu, L.; Lu, T.; Li, Z.; Zheng, L.; Li, G. J. Dispersion Sci. Technol. 2008, 29, 1209-1213
83. Kaya, A. I.; Thaker, T. M.; Preininger, A. M.; Iverson, T. M.; Hamm, H. E. Biochemistry 2011, 50, 3193-6203