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Studies on the Interaction of Tricyclazole with β-cyclodextrin and human Serum Albumin by Spectroscopy

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Abstract

The interaction of tricyclazole (TCZ) with β-cyclodextrin (β-CD) and human serum albumin (HSA) were studied by fluorescence spectrum, UV-visible spectrum and second-order scattering technology. It was shown that TCZ has quite a strong ability to quench the fluorescence launching from HSA by reacting with it and forming a certain kind of new compound. The quenching and the energy transfer mechanisms were discussed, respectively. The binding constants and thermodynamic parameters at four different temperatures, the binding locality, and the binding power were obtained. The conformation of HSA was discussed by synchronous and three-dimensional fluorescence techniques. The inclusion reaction between β-CD and TCZ was explored by scattering method, the inclusion constants and the thermodynamic parameters at 297 K and 311 K were figured out, respectively. The mechanism of inclusion reaction was speculated and linkage among the toxicity of TCZ, the exterior environment and its concentration was attempted to explain on molecule level.

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References

  1. Kragh-Hansen U (1990) Structure and ligand binding properties of human serum albumin. Dan. Med. Bull. 37:57–84

    PubMed  CAS  Google Scholar 

  2. Cheger SI (1975) Transport Function of Serum Albumin, Buharest, p. 178

  3. Sudlow G, Birkett DJ, Wade DN (1975) The characterization of two specific drug binding sites on human serum albumin. Mol. Pharmacol 11:824–832

    PubMed  CAS  Google Scholar 

  4. Haque SJ, Poddar MK (1984) Interactions of cannabinoids with bovine serum albumin. Biosci. Rep 4(3):239–243

    Article  PubMed  CAS  Google Scholar 

  5. Purohit G, Sakthivel Th, Florence AT (2003) The interaction of cationic dendrons with albumin and their diffusion through cellulose membranes. Int. J. Pharm 254:37–41

    Article  PubMed  CAS  Google Scholar 

  6. Borga O, Borga B (1997) Serum protein binding of nonsteroidal anti-inflammatory drugs: A comparative study. J. Pharmacokinet. Biopharm 25:63–77

    Article  PubMed  CAS  Google Scholar 

  7. Angelakou A, Valsami G, Macheras P, Koupparis M (1999) A displacement approach for competitive drug-protein binding studies using the potentiometric -anilino-8-naphthalene-sulfonate probe technique. Eur. J. Pharm. Sci 2:123–130

    Article  Google Scholar 

  8. Romanini D, Avalle G, Farruggia B, Nerli B, Pico G (1998) Spectroscopy features of the binding of polyene antibiotics to human serum albumin. Chem. Biol. Interact 115(3):247–260

    Article  PubMed  CAS  Google Scholar 

  9. Rosso SB, Gonzalez M, Bagatolli LA, Duffard RO, Fidelio GD (1998). Evidence of a strong interaction of 2,4-dichlorophenoxyacetic acid herbicide with human serum albumin. Life Sci 63(26):2343–2351

    Article  PubMed  CAS  Google Scholar 

  10. Scatchard G (1949) The attractions of proteins for small molecules and ions Ann. NY Acad. Sci 51:660–672

    CAS  Google Scholar 

  11. Szejtli J (1988) Cyclodextrine Technology. Kluwer Academic Publishers, Dodrecht, The Netherlands, pp. 143–154

    Google Scholar 

  12. Harada A (2001) Cyclodextrin-based molecular machines. Acc Chem Res 34(6):456–464

    Article  PubMed  CAS  Google Scholar 

  13. Ikeda H, Nakamura M, Ise N (1996) Fluorescent cyclodextrins for molecule sensing: fluorescent properties, NMR characterization and inclusion phenomena of N-dansylleucine-modified cyclodextrins. J. Am. Chem. Soc 118:10980–10988

    Article  CAS  Google Scholar 

  14. Szejtli J, Sebesty Gén (1979). Resorption, metabolism and toxicity studies on the peroral application of beta-cyclodextin. Starch 31:385–389

    CAS  Google Scholar 

  15. Partanen R, Ahro M, Hakala M, Kallio H, Forssell P (2002) Microencapsulation of caraway extract in β-cyclodextrin and modified starches. Eur Food Res Technol 214:242–247

    Article  CAS  Google Scholar 

  16. Cai WS, Yu YM, Shao XG (2005) Chiral recognition of aromatic compounds by β-cyclodextrin based on bimodal complexation. J. Mol. Model 11:186–193

    Article  CAS  Google Scholar 

  17. Manabe M, Ochi T, Kawamura H, Katsu-ura H, Shiomi M, Bakshi MS (2005) Volumetric study on the inclusion complex formation of α- and β-cyclodextrin with 1-alkanols at different temperatures. Colloid Polym Sci 283:738– 746

    Article  CAS  Google Scholar 

  18. JR Lakowicz (1999). Principle of Fluorescence Spectroscopy 2nd Ed. Plemum Press, 13

  19. Yan CN, Zhang HX, Liu Y, Mei P, Li KH, Tong JQ (2005) Fluorescence spectra of the binding reaction between paraquat and bovine serum albumin. Acta chim. Sinica 63:1727– 1732

    CAS  Google Scholar 

  20. Yan CN, Zhang HX, Liu Y, Mei P (2005) Study on binding reaction between flucytosine and bovine serum albumin. Chin. J. chem 23:1151–1156

    Article  CAS  Google Scholar 

  21. Stryer L (1968) Fluorescence spectroscopy of proteins. Science 162(853):526–533

    PubMed  CAS  Google Scholar 

  22. Vaughan WM, Weber G (1970) Oxygen quenching of pyrenebutyric acid fluorescence in water: a dynamic probe of the microenvironment. Biochemistry 9:464–473

    Article  PubMed  CAS  Google Scholar 

  23. Ross DP, Subramanian S (1981) Thermodynamics of protein association reactions: forces contributing to stability. Biochemistry 20:3096–3102

    Article  PubMed  CAS  Google Scholar 

  24. Luo HQ, Liu SP, Li NB (2003). New methods for the determination of the inclusion constant between procaine hydrochloride and β-cyclodextrin by resonance nonlinear scattering technology. Acta chim. Sinica 61(3):435–439

    CAS  Google Scholar 

  25. Muthu Vijayan Enoch IV, Swaminathan M (2004) Inclusion complexation of 2-amino-7-bromofluorene by β-Cyclodextrin: spectra characteristics and the effect of pH. J. Fluorescence 14:751– 756

    Article  CAS  Google Scholar 

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Acknowledgements

We gratefully acknowledge financial support of Anton Scholarship provided by Beijing Antonoil Engineering & Technology Co., Ltd.

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Correspondence to Hua-Xin Zhang.

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Zhang, HX., Huang, X., Mei, P. et al. Studies on the Interaction of Tricyclazole with β-cyclodextrin and human Serum Albumin by Spectroscopy. J Fluoresc 16, 287–294 (2006). https://doi.org/10.1007/s10895-006-0087-7

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  • DOI: https://doi.org/10.1007/s10895-006-0087-7

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