Binding of the veterinary drug tetracycline to bovine hemoglobin and toxicological implications

References

• Aleksandrov, A.; Simonson, T. Binding of tetracyclines to elongation factor Tu, the Tet repressor, and the ribosome: a molecular dynamics simulation study. Biochemistry 2008, 47, 13594–13603.
   PubMed Web of Science ®Google Scholar
• Jiao, S.J.; Zheng, S.R.; Yin, D.Q.; Wang, L.H.; Chen, L.Y. Aqueous photolysis of tetracycline and toxicity of photolytic products to luminescent bacteria. Chemosphere 2008, 73, 377–382.
   PubMed Web of Science ®Google Scholar
• Kong, W.D.; Zhu, Y.G.; Liang, Y.C.; Zhang, J.; Smith, F.A.; Yang, M. Uptake of oxytetracycline and its phytotoxicity to alfalfa (Medicago sativa L.). Environ. Pollut. 2007, 147, 187–193.
   PubMed Web of Science ®Google Scholar
• Rigos, G.; Nengas, I.; Alexis, M.; Troisi, G.M. Potential drug (oxytetracycline and oxolinic acid) pollution from Mediterranean sparid fish farms. Aquat. Toxicol. 2004, 69, 281–288.
   PubMed Web of Science ®Google Scholar
• Ye, Z.; Weinberg, H.S.; Meyer, M.T. Trace analysis of trimethoprim and sulfonamide, macrolide, quinolone, and tetracycline antibiotics in chlorinated drinking water using liquid chromatography electrospray tandem mass spectrometry. Anal. Chem. 2007, 79, 1135–1144.
   PubMed Web of Science ®Google Scholar
• Yang, M.; Xu, Y.; Wang, J.H. Lab-on-valve system integrating a chemiluminescent entity and in situ generation of nascent bromine as oxidant for chemiluminescent determination of tetracycline. Anal. Chem. 2006, 78, 5900–5905.
   PubMed Web of Science ®Google Scholar
• Wei, X.; Wu, S.C.; Nie, X.P.; Yediler, A.; Wong, M.H. The effects of residual tetracycline on soil enzymatic activities and plant growth. J. Environ. Sci. Health B 2009, 44, 461–471.
   PubMed Web of Science ®Google Scholar
• Wollenberger, L.; Halling-Sorensen, B.; Kusk, K.O. Acute and chronic toxicity of veterinary antibiotics to Daphnia magna. Chemosphere 2000, 40, 723–730.
   PubMed Web of Science ®Google Scholar
• Farombi, E.O.; Ugwuezunmba, M.C.; Ezenwadu, T.T.; Oyeyemi, M.O.; Ekor, M. Tetracycline-induced reproductive toxicity in male rats: effects of vitamin C and N-acetylcysteine. Exp. Toxicol. Pathol. 2008, 60, 77–85.
   PubMed Web of Science ®Google Scholar
• Asha, K.K.; Sankar, T.V.; Viswanathan Nair, P.G. Effect of tetracycline on pancreas and liver function of adult male albino rats. J. Pharm.Pharmacol. 2007, 59, 1241–1248.
   PubMed Web of Science ®Google Scholar
• Wang, Y.Q.; Zhang, H.M.; Zhou, Q.H.; Xu, H.L. A study of the binding of colloidal Fe3O4 with bovine hemoglobin using optical spectroscopy. Colloid. Surface. A 2009, 337, 102–108.
   Web of Science ®Google Scholar
• Kornguth, M.L.; Kunin, C.M. Binding of antibiotics to the human intracellular erythrocyte proteins hemoglobin and carbonic anhydase. J. Infect. Dis. 1976, 133, 185–193.
   PubMed Web of Science ®Google Scholar
• Kornguth, M.L.; Kunin, C.M. Uptake of antibiotics by human erythrocytes. J. Infect. Dis. 1976, 133, 175–184.
   PubMed Web of Science ®Google Scholar
• Shyamali, S.S.; Lillian, D.R.; Lawrence, L.; Esther, B. Fluorescence studies of native and modified neurophysins. effects of peptides and pH. Biochemistry 1979, 18, 1026–1036.
   PubMed Web of Science ®Google Scholar
• Cui, F.L.; Fan, J.; Li, J.P.; Hu, Z.D. Interactions between 1-benzoyl-4-p-chlorophenyl thiosemicarbazide and serum albumin: investigation by fluorescence spectroscopy. Bioorgan. Med. Chem. 2004, 12, 151–157.
   PubMed Web of Science ®Google Scholar
• Bikadi, Z.; Hazai, E. Application of the PM6 semi-empirical method to modeling proteins enhances docking accuracy of AutoDock. J. Cheminform. 2009, 1, 15.
   PubMed Web of Science ®Google Scholar
• Halgren, T.A. Merck molecular force field. I. basis, form, scope, parametrization, and performance of MMFF94. J. Comput. Chem. 1998, 17, 490–519.
   Web of Science ®Google Scholar
• Morris, G.M.; Halliday, R.S.; Huey, R.; Hart, W.E.; Belew, R.K.; Olson, A.J.; Goodsell, D.S. Automated docking using a lamarckian genetic algorithm and an empirical binding free energy function. J. Comput. Chem. 1998, 19, 1639–1662.
   Web of Science ®Google Scholar
• Solis, F.J.; Wets, R.J.B. Minimization by random search techniques. Math. Oper. Res. 1981, 6, 19–30.
   Web of Science ®Google Scholar
• Khan, S.N.; Islam, B.; Yennamalli, R.; Sultan, A.; Subbarao, N.; Khan, A.U. Interaction of mitoxantrone with human serum albumin: spectroscopic and molecular modeling studies. Eur. J. Pharm. Sci. 2008, 35, 371–382.
   PubMed Web of Science ®Google Scholar
• Zhang, Y.Z.; Zhou, B.; Zhang, X.P.; Huang, P.; Li, C.H.; Liu, Y. Interaction of malachite green with bovine serum albumin: determination of the binding mechanism and binding site by spectroscopic methods. J. Hazard. Mater. 2009, 163, 1345–1352.
   PubMed Web of Science ®Google Scholar
• Yang, Q.Q.; Liang, J.G.; Han, H.Y. Probing the interaction of magnetic iron oxide nanoparticles with bovine serum albumin by spectroscopic techniques. J. Phys. Chem. B 2009, 113, 10454–10458.
   PubMed Web of Science ®Google Scholar
• Wu, T.Q.; Wu, Q.; Guan, S.Y.; Su, H.X.; Cai, Z.J. Binding of the environmental pollutant naphthol to bovine serum albumin. Biomacromolecules 2007, 8, 1899–1906.
   PubMed Web of Science ®Google Scholar
• Wang, Y.Q.; Zhang, H.M.; Zhang, G.C.; Liu, S.X.; Zhou, Q.H.; Fei, Z.H.; Liu, Z.T. Studies of the interaction between paraquat and bovine hemoglobin. Int. J. Biol. Macromol. 2007, 41, 243–250.
   PubMed Web of Science ®Google Scholar
• Hu, Y.J.; Liu, Y.; Pi, Z.B.; Qu, S.S. Interaction of cromolyn sodium with human serum albumin: a fluorescence quenching study. Bioorgan. Med. Chem. 2005, 13, 6609–6614.
   PubMed Web of Science ®Google Scholar
• Mandal, G.; Bhattacharya, S.; Ganguly, T. Investigations to reveal the nature of interactions between bovine hemoglobin and semiconductor zinc oxide nanoparticles by using various optical techniques. Chem. Phys. Lett. 2009, 478, 271–276.
   Web of Science ®Google Scholar
• Wang, Y.Q.; Zhang, H.M.; Zhou, Q.H. Studies on the interaction of caffeine with bovine hemoglobin. Eur. J. Med. Chem. 2009, 44, 2100–2105.
   PubMed Web of Science ®Google Scholar
• Lu, J.Q.; Jin, F.; Sun, T.Q.; Zhou, X.W. Multi-spectroscopic study on interaction of bovine serum albumin with lomefloxacin-copper(II) complex. Int. J. Biol. Macromol. 2007, 40, 299–304.
   PubMed Web of Science ®Google Scholar
• Melo, E.P.; Aires-Barros, M.R.; Costa, S.M.; Cabral, J.M. Thermal unfolding of proteins at high pH range studied by UV absorbance. J. Biochem. Biophys. Methods 1997, 34, 45–59.
   PubMedGoogle Scholar