

Thermodynamic investigation of a new water-soluble porphyrin with calf thymus DNA
Hamid Dezhampanah (1,*)



(1) Department of Chemistry, Faculty of Science, University of Guilan, Rasht, IR-0098, Iran
(2) Laboratory of Biophysical Chemistry, Department of Chemistry, University of Isfahan, Isfahan, IR-81746-73441, Iran
(3) Laboratory of Biophysical Chemistry, Department of Chemistry, University of Isfahan, Isfahan, IR-81746-73441, Iran
(*) Corresponding Author
Received: 07 Jun 2010 | Accepted: 21 Sep 2010 | Published: 22 Dec 2010 | Issue Date: December 2010
Abstract
The equilibrium binding of a new water-soluble tetra-cationic porphyrin, 5-(1-(4-carboxybutyl)pyridinium-4-yl)10,15,20-tris(1-methylpyridinium-4-yl)porphyrin (5-CBPyP) with calf thymus DNA in comparison with meso-tetrakis(4-N-methylpyridinium)porphyrin (TMPyP) has been studied in 7.5 mM phosphate buffer, pH=7.2; and at various temperatures by UV-Vis absorption, fluorescence spectroscopies and viscosity measurement. The thermodynamic parameters were calculated by van't Hoff equation at various temperatures. The values of -137.13±1.22 kJ/mol and -337.21±4.75 J/mol.K for 5-CBPyP and -159.12±1.22 kJ/mol and -406.11±4.45 J/mol.K for TMPyP, were estimated for enthalpy and entropy changes of interaction, respectively. The data indicate that the process is exothermic and enthalpy driven suggesting that electrostatic forces play a considerable role in the interaction process. The results of spectroscopic techniques and viscosity measurement represent the intercalation mode of binding for both porphyrins and higher binding affinity of TMPyP respect to 5-CBPyP.
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DOI: 10.5155/eurjchem.1.4.307-311.155
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References
[1]. Anderson, M. E.; Barrett, A. G. M.; Hoffman, B. M. J. Inorg. Biochem. 2000, 80, 257-260.
doi:10.1016/S0162-0134(00)00084-2
[2]. Hambright, P.; Fawwaz, R.; Valk, P.; McRac, J.; Bearden, A. J. Bioinorg. Chem. 1975, 5, 87-92.
doi:10.1016/S0006-3061(00)80224-0
[3]. Zanelli, G. D.; Kaclin, A. C. Br. J. Radiol. 1981, 53, 403-407.
doi:10.1259/0007-1285-54-641-403
PMid:7237012
[4]. Chen, C.; Cohen, J. S.; Myers, C. E.; Sohn, M. FEBS Lett. 1984, 168, 70-74.
doi:10.1016/0014-5793(84)80208-2
[5]. Patronas, N. J.; Cohen, M.; Knop, R. H.; Dwyer, A. J.; Colcher, D.; Lundy, J.; Mornex, F.; Hambright, P.; Sohn, M.; Myers, C. E. Cancer Treatment Rep. 1986, 70, 391-395.
PMid:3955550
[6]. Del, A. M.; Batlle, C. J. Photochem. Photobiol. 1993, 20, 5-22.
doi:10.1016/1011-1344(93)80127-U
[7]. Bonnett, R. Chem. Soc. Rev. 1995, 24, 19-33.
doi:10.1039/cs9952400019
[8]. Ben-Hur, I.; Horowitz, B.; Photochem. Photobiol. 1995, 62, 383-388.
doi:10.1111/j.1751-1097.1995.tb02358.x
PMid:8570697
[9]. Pratviel, G.; Bernadou, J. Meunier, B. Metal Ions in Biological Systems, Marcel Dekker, New York, 1996.
[10]. Burger, R. M. Chem. Rev. 1998, 98, 1153-1169.
doi:10.1021/cr960438a
PMid:11848928
[11]. Niedle, S.; Sanderson, M. R. Molecular Aspects of Anti-cancer Drug Action, Verlag Chemie GmBH, Weinheim, 1983.
[12]. Pasternack, R. F.; Gibbs, E. J.; Villafranca, J. J. Biochemistry 1983, 22, 2406-2414.
doi:10.1021/bi00279a016
PMid:6860636
[13]. Makundan, N. E.; Petho, G.; Dixon, D. W.; Marzilli, L. G. Inorg. Chem. 1995, 34, 3677-3687.
doi:10.1021/ic00118a015
[14]. Pasternack, R. F. Chirality 2003, 15, 329-332.
doi:10.1002/chir.10206
PMid:12666240
[15]. Yin, Y. B.; Wang, Y. N.; Ma, J. B. Spectrochimica Acta Part A 2006, 64, 1032-1038.
doi:10.1016/j.saa.2005.09.012
PMid:16458065
[16]. Luca,G. D.; Romeo, A.; Scolaro, L. M. J. Phys. Chem. B 2005, 109, 7149-7158.
doi:10.1021/jp0448797
PMid:16851815
[17]. Bordbar, A. K.; Tangestaninegad, S.; Eslami, A. J. Biochem. Mol. Biol. & Biophys. 2001, 5, 143-152.
[18]. Bordbar, A. K.; Eslami A.; Tangestaninegad, S. J. Porphyr. Phthalocya. 2002, 6, 225-232.
doi:10.1142/S1088424602000269
[19]. Bordbar,A. K.; Ghaderi, A. R.; Safaei, E.; Tangestaninejad, S.; Eslami, E.; Saboury, A. A; Moosavi-Movahedi, A. A. Bull. Korean Chem. Soc. 2003, 24, 547-551.
doi:10.5012/bkcs.2003.24.5.547
[20]. Bordbar, A. K.; Eslami, A.; Tangestaninejad, S. Polish J. Chem. 2003, 77, 283-293.
[21]. Asadi, M.; Bordbar, A. K.; Safaei, E., Ghasemi, J. J. Mol. Struc. 2004, 705, 41-47.
doi:10.1016/j.molstruc.2004.03.052
[22]. Bordbar, A. K.; Davari, M.; Safaei, E.; Mirkhani, V. J. Porphyr. Phthalocya. 2007, 11, 139-147.
doi:10.1142/S1088424607000187
[23]. Bordbar, A. K.; Keshavarz, M. Biochem.: An Indian Journal 2007, 1, 1, 1-7.
[24]. Bordbar, A. K.; Keshavarz, M.; Zare K.; Aghaei, H. Phys. Chem. Liq. 2006, 44, 4, 457–464.
doi:10.1080/00319100600568772
[25]. Bordbar, A. K.; Mohammadi, K.; Keshavarz, M.; Dezhampanah, H. Acta Chim. Slov. 2007, 54, 336–340.
[26]. Nafisi, S.; Saboury, A. A.; Keramat, N.; Neault, J. F.; Tajmir-Riahi, H. A. J. Mol. Struc. 2007, 827, 35-43.
doi:10.1016/j.molstruc.2006.05.004
[27]. Novy, J.; Urbanova, M; Volka, K. J. Mol. Struc. 2005, 748, 17–25
doi:10.1016/j.molstruc.2005.03.011
[28]. Sari, M. A.; Battioni, J. P.; Dupre, D.; Mansuy, D.; LePecq, J. B. Biochemistry, 1990, 29, 4205-4215.
doi:10.1021/bi00469a025
PMid:2361139
[29]. Butje, K.; Schneider, J. H.; Kim, J. P.; Wang, Y.; Ikuta, S.; Nakamoto, K. J. Inorg. Biochem. 1989, 37, 119-134.
doi:10.1016/0162-0134(89)80035-2
[30]. Strickland, J. A.; Marzilli, L. G.; Wilson, W. D.; Zon, G. Inorg. Chem. 1989, 28 4191-4198.
doi:10.1021/ic00322a005
[31]. Dougherty, G.; Pasternack, R. F.; Biophys. Chem. 1992, 44, 9-11.
doi:10.1016/0301-4622(92)85031-X
[32]. Banville, D. L.; Marzilli, L. G.; Strickland, J. A.; Wilson, W. D. Biopolymers 1986, 25, 1837-1858.
doi:10.1002/bip.360251003
PMid:3779012
[33]. Gray, T. A.; Yue, K. T.; Marzilli, L. G. J. Inorg. Biochem. 1991, 41, 205-219.
doi:10.1016/0162-0134(91)80013-8
[34]. Ward, B.; Skorobogaty, A.; Dabrowiak, J. C. Biochemistry. 1986, 25, 7827-7833.
doi:10.1021/bi00372a007
PMid:3026462
[35]. Ford, K.; Fox, K. R.; Neidle, S.; Waring, M. J. Nucl. Acids Res. 1987, 15, 2221-2234.
doi:10.1093/nar/15.5.2221
PMid:3562226 PMCid:340629
[36]. Pasternack, R. F.; Gibbs, E. J.; Vilafranca, J. J. Biochemistry 1983, 22, 5409-5417.
doi:10.1021/bi00292a024
PMid:6652071
[37]. Lipscomb, L. A.; Zhou, F. X. Presnell, S. R.; Woo, R. J.; Peek, M. E.; Plaskon, R. R.; Williams, L. D. Biochemistry 1996, 35, 2818-2823.
doi:10.1021/bi952443z
PMid:8608116
[38]. Kang, J.; Wu, H.; Lu, X.; Wang, Y.; Zhou, L. Spectrochemica Acta Part A 2005, 61, 2041-2047.
doi:10.1016/j.saa.2004.08.009
PMid:15911390
[39]. Neault, H. F.; Tajmir-Riahi, H. A. Biophys. J. 1999, 76, 2177-2182.
doi:10.1016/S0006-3495(99)77372-8
[40]. Han, H.; Langley, D. R.; Rangan, A.; Hurley, L. H. J. Am. Chem. Soc. 2001, 123, 902–8913.
[41]. Ding, L.; Casas, C.; Etemad-Moghadam, G.; Meunier, B. New J. Chem. 1990, 14, 421– 431.
[42]. Marzilli, L. G. New J. Chem. 1990, 14, 409–420.
[43]. Casas, C.; Saint-James, B.; Lacey, C. J.; Munier, B. J. Org. Chem. 1993, 58, 2913-2917.
doi:10.1021/jo00062a045
[44]. Jakobs, A.; Bernadou, J.; Meunier. B. J. Org. Chem. 1997, 62, 3505-3510.
doi:10.1021/jo9620831
[45]. Pasternack, R. F; Bustamante, C.; Collings, P. J.; Giannetto, A.; Gibbs, E. J. J. Am. Chem. Soc. 1993, 115, 5393-5399.
doi:10.1021/ja00066a006
[46]. Pasternack, R. F.; Collings, J. P. Science 1995, 269, 935-939.
doi:10.1126/science.7638615
PMid:7638615
[47]. Pyle, A. M.; Rehman, J. P.; Meshoyrer, R.; Kumar, C. V.; Turro, N. J.; Barton, J. K. J. Am. Chem. Soc. 1989, 111, 3051-3058.
doi:10.1021/ja00190a046
[48]. Onuki, J.; Ribas, A. V.; Medeiros, M. H. G.; Araki, K.; Toma, H. E.; Catalani, L. H.; Mascio, P. D. Photochem. Photobiol. 1996, 63, 272-277.
doi:10.1111/j.1751-1097.1996.tb03024.x
PMid:8881330
[49]. Mettath, S.; Munson, B. R.; Pandey, R. K. Bioconj. Chem. 1999, 10, 94-102.
doi:10.1021/bc9800872
PMid:9893970
[50]. Cory, M.; Mckee, D. D.; Kagan, J.; Henry, D. W.; Miller, J. J. Am. Chem. Soc. 1985, 107, 2528-2536.
doi:10.1021/ja00294a054
[51]. Waring, M. J. J. Mol. Biol. 1965, 13, 269-282.
doi:10.1016/S0022-2836(65)80096-1
[52]. Hiort, C.; Lincoln, P.; Norden, B. J. Am. Chem. Soc. 1993, 115, 3448-3454.
doi:10.1021/ja00062a007
[53]. Baguley, B. C.; LeBret, M. Biochemistry 1984, 23, 937-943.
doi:10.1021/bi00300a022
PMid:6546881
[54]. Lakowicz, J. R.; Webber, G.; Biochemistry 1973, 12, 4161-4170.
doi:10.1021/bi00745a020
PMid:4795686
[55]. Liu, J.; Zhang, T. X.; Lu, T. B.; Qu, L. H.; Zhou. H.; Zhang, Q. L.; Ji, L. N. J. Inorg. Biochem. 2002, 91, 269-276.
doi:10.1016/S0162-0134(02)00441-5
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