Browse > Article
http://dx.doi.org/10.5012/bkcs.2011.32.9.3411

Effect of Cationic and Anionic Porphyrins on the Structure and Activity of Adenosine Deaminase  

Ajloo, Davood (School of Chemistry, Damghan University)
Hajipour, Samaneh (School of Chemistry, Damghan University)
Saboury, Ali Akbar (Institute of Biochemistry and Biophysics, The University of Tehran)
Zakavi, Saeed (Department of Chemistry, Institute for Advanced Studies in Basic Sciences)
Publication Information
Abstract
Kinetic and structural studies have been carried out on the effects of meso-tetrakis(4-sulfonatophenyl)-porphyrin ($H_2TPPS_4$) as an anionic and meso-tetrakis(3-N-methyl-pyridyl)porphyrin ($H_2TMPYP$) as a cationic porphyrin with adenosine deaminase (ADA) in 25 mM citrate/phosphate buffer, pH = 4-8, at $37^{\circ}C$ using UVvis spectrophotometry, circular dichroism (CD), fluorescence spectrophotometry as well as molecular dynamics (MD) and molecular docking. Kinetic results showed that the two porphyrins are non-competitive inhibitors. Increasing pH, increases $K_I$ and cationic porphyrin has a higher $K_I$ and lower binding constant ($K_b$) at all pH ranges. Analyzing the secondary structure revealed that both ligands decrease the secondary structure and that the anionic porphyrin is more effective.
Keywords
Porphyrin; Binding constant; Fluorescence; Circular dichroism; Inhibition constant;
Citations & Related Records
Times Cited By KSCI : 2  (Citation Analysis)
Times Cited By Web Of Science : 0  (Related Records In Web of Science)
Times Cited By SCOPUS : 0
연도 인용수 순위
1 White, W. I. in Dolphin, D.; Ed.; Academic Press: New York, 1978, 5, 303.
2 Scolaro, L. M.; Castriciano, M.; Romeo, A.; Mazzaglia, A.; Mallamace, F.; Micali, N. Physica A 2002, 304, 158.   DOI   ScienceOn
3 Micali, N.; Villari, V.; Scolaro, L. M.; Romeo, A.; Castriciano, M. A. Phys. Rev. E 2005, 21, 64, 72.
4 Ajloo, D.; Saboury, A. A.; Haghi-Asli, N.; Ataie-Jafari, G.; Mossavi-Movahedi, A. A.; Ahmadi, M.; Mahnam, K.; Namaki, S. J. Enz. Inhib. Med. Chem. 2007, 22, 395.   DOI   ScienceOn
5 Ajloo, D.; Najafi, L.; Saboury, A. A. Bull. Korean Chem. Soc. 2009, 30, 2523.   DOI   ScienceOn
6 Ajloo, D.; Taghizadeh, E.; Saboury, A. A.; Bazyari, E.; Mahnam, K. Int. J. Biol. Macromol. 2008, 43, 151.   DOI   ScienceOn
7 Ajloo, D.; Behnam, H.; Saboury, A. A.; Mohamadi-Zonoz, F.; Ranjbar, B.; Moosavi-Movahedi, A. A.; Hasani, Z.; Alizadeh, K.; Gharanfoli, M.; Amani, M. Bull. Korean Chem. Soc. 2007, 28, 730.   DOI   ScienceOn
8 Adler, A. D.; Lango, F. R.; Finarlli, J. D.; Goldmacher, J. G.; Assour, J.; Koisakoff, L. J. Org. Chem. 1967, 32, 476.
9 Takechi, K.; Shiga, T.; Motohiro, T.; Akiyama, T.; Yamada, S.; Nakayama, H.; Kohama, K. Solar Energy Mater. Sol. Cells 2006, 90, 1322.   DOI   ScienceOn
10 Ogawa, K.; Zhang, T. Q.; Yoshihara, K.; Kobuke, Y. J. Am. Chem. Soc. 2002, 124, 22.   DOI   ScienceOn
11 Li, Y.; Cao, L.; Tian, H. J. Org. Chem. 2006, 71, 8279.   DOI   ScienceOn
12 Pandey, R. K.; Zheng, G.; Kadish, K. M.; Smith, K. M.; Guilard, R., Eds.; Academic Press: New York, 2000, 6, 157.
13 Scolaro, L. M.; Romeo, A.; Pasternack, R. F. J. Am. Chem. Soc. 2004, 126, 7178.   DOI   ScienceOn
14 Purrello, R.; Raudino, A.; Scolaro, L. M.; Loisi, A.; Bellacchio, E.; Lauceri, R. J. Phys. Chem. B 2000, 104, 10900.   DOI   ScienceOn
15 Borissevitch, I. E.; Tominaga, T. T.; Imasato, H.; Tabak, M. Anal. Chim. Acta 1997, 343, 281.   DOI   ScienceOn
16 Spencer, N.; Hopkinson, D.; Harris, H. Ann. Hum. Geitet. 1968 32, 9-14.   DOI
17 Hess, B.; Bekker, H.; Berendsen, H. J. C.; Fraaije, G. E. M. J. Comput. Chem. 1997, 18, 1463.   DOI   ScienceOn
18 Berendsen, H. J. C.; Postma, J. P. M.; van Gunsteren, W. F.; Hermans, J. In Intermolecular Forces; B. Pullman, Ed.; Reidel: Dordecht, Holland 1981, 331.
19 Verlet, L. Phys. Rev. 1967, 159, 98.   DOI
20 Darden, T.; York, D.; Pedersen, L. J. Chem. Phys. 1993, 98, 10089.   DOI   ScienceOn
21 Nose, S. A. Mol. Phys. 1984, 52, 255.   DOI   ScienceOn
22 Hoover, W. G. Phys. Rev. A 1985, 31, 1695.   DOI
23 Parrinello, M.; Rahman, A. Phys. Rev. Letters 1980, 45, 1196.   DOI
24 van Aalten, D. M. F.; Bywater, R.; Findlay, J. B.; Hendlich, M.; Hooft, R. W.; Vriend, G. J. Comput. Aided Mol. Des. 1996, 10,   DOI
25 Willard, L.; Ranjan, A.; Zhang, H. Monzavi, H.; Boyko, R. F.; Sykes, B. D.; Wishart, D. S. Nucleic Acids Res. 2003, 31, 3316.   DOI   ScienceOn
26 Segel I. H. Enzyme Kinetic, John Wiley and Sons: New York. 1993.
27 Morris, G. M.; Goodsell, D. S.; Huey, R.; Olson, A. J. J. Comput. Aided Mol. Des. 1996, 10, 293.   DOI
28 Kaplan, N. O. Academic Press: New York, Meth. Enzymol. 1955, 2, 473.   DOI
29 Froehlich, E.; Mandeville, J. S.; Jennings, C. J.; Sedaghat-Herati, R.; Tajmir-Riahi, H. A. J. Phys. Chem. B 2009, 113, 6986.   DOI   ScienceOn
30 Van Der Spoel, E.; Lindahl, B.; Hess, G.; Groenhof, A. E.; Mark, H. J.; Berendsen, H. J. C. Comput. Chem. 2005, 26, 1701.   DOI   ScienceOn
31 Van Gunsteren, W. F.; Billeter, S. R.; Eising, A. A.; Hunenberger, P. H.; Kruger, P.; Mark, A. E.; Scott, W. R. P.; Tironi, I. G.; Biomolecular Simulation: The GROMOS96 Manual and User Guide, Zurich, Switzerland, Groningen, Holland, 1996.
32 Bi, M. K.; Klu S.; Meric, Y.; Ylmaz, F.; Baar, O.; Ylmaz, G.; Yüksel, O.; Yldrm, E.; Zturk, Z. Pancerat. 2007, 7, 5.
33 Kaisemann, M.; Kritski, A.; Pereira, M.; Trajman, A. J. Bras. Pneumol. 2004, 30, 549.
34 Manjula, S.; Raja, A.; Rao, S.; Aroor, A.; Rao, A. Acta Neurochir. 1993, 121, 149.   DOI
35 Yildirim, Z.; Hasanoglu, H.; Akyol, O.; Gokirmak, M.; Koksal, N. Clinic. Biochem. 1999, 32, 283.   DOI   ScienceOn
36 Toshifumi, K.; Atsushi, I.; Seiji, S. Tetrahedron 2005, 61, 4881.   DOI   ScienceOn
37 Rose, E.; Quelquejeu, M.; Pandian, R. P.; Lecas-Nawrocka, A.; Vilar, A.; Ricart, G.; Collman, P.; Wang Z.; Straumanis, A. Polyhedron 2000, 19, 581.   DOI   ScienceOn
38 Macdonald, I. J.; Dougherty, T. J. J Porphyrins Phthalocyanines 2001, 5, 105.   DOI   ScienceOn
39 Kawao, M.; Ozawa, H.; Tanaka, H. Ogawa, T. Thin Solid Films 2006, 499, 23.   DOI   ScienceOn
40 Doddona, P. E.; Schewach, D. S.; Kelly, E. N.; Argos, P.; Markham, A. F.; Orkin, S. H. J. Biol. Chem. 1984, 259, 25912101.
41 Chang, Z.; Nygaard, P.; Chinualt, A. C.; Kellems, R. E. Biochemistry 1991, 30, 2273-2280.   DOI   ScienceOn
42 Wilson, D. K.; Rudolph, F. B.; Quiocho, F. A. Science 1991, 252, 1278.   DOI
43 Farber, G.; Petsko, G. Trends. Biochem. Sci. 1990, 15, 228.   DOI   ScienceOn
44 Hershfield, M.; Mitchell, B.; Scriver, C. R.; Beaudet, A. L.; Sly, W.; Valle, D., eds., The Metabolic and Molecular Basis of Inherited Disease, 17th ed.: McGraw-Hill, New York, 1995, 1725.
45 Sullivan, J. L.; Oxborne, Wedgewood, R. J. Br. J. Haematol. 1977, 37, 157.   DOI
46 Van der Weyden, M.; Kelley, W. J. Biol. Chem. 1976, 257, 5448.
47 Baghanha, M. F.; Pego, A.; Lima, M. A. Chest. 1990, 87, 605.
48 Hovi, T.; Smyth, J. F.; Allison, A. C.; Williams, S. C. Clin. Exp. Immunol. 1976, 23, 395.
49 Edwards, Y.; Hopkinson, D. Harris, H. Ann. Human Genet. 1971, 35, 207.   DOI   ScienceOn