Skip to main content
Log in

Characterization of the interaction between a new merocyanine dye and bovine serum albumin

  • Original Paper
  • Published:
Journal of the Iranian Chemical Society Aims and scope Submit manuscript

Abstract

A new merocyanine dye was synthesized, and its acidity constant was determined by spectrophotometric and chemometrics methods. The interactions of the new cyanine dye with bovine serum albumin (BSA) have been studied by fluorescence and UV absorption spectroscopy at pH 7.40. A visual color change from red to blue was observed by addition of BSA to aqueous solution of the dye. The quenching constants and binding parameters (binding constants and number of binding sites) were determined at different temperatures. The calculated thermodynamic parameters confirmed that the binding reaction is mainly entropy-driven, whereas electrostatic interaction plays major role in the reaction. The displacement experiment confirmed binding of the dye to the subdomain IIA (site 1) of albumin. Moreover, synchronous fluorescence spectroscopy studies revealed the dye induces some local conformational change in BSA. The binding distance, r, between donor (serum albumin) and acceptor (dye) was obtained according to Förster’s theory.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Fig. 1
Scheme 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5
Fig. 6

Similar content being viewed by others

References

  1. Y. Ni, G. Liu, S. Kokot, Talanta 76, 513 (2008)

    Article  CAS  Google Scholar 

  2. Y. Ni, S. Su, S. Kokot, Anal. Chim. Acta 580, 206 (2006)

    Article  CAS  Google Scholar 

  3. S. Ercelen, A.S. Klymchenko, Y. Mély, Int. J. Biol. Macromol. 35, 231 (2005)

    Article  CAS  Google Scholar 

  4. D.C. Carter, J.X. Ho, Adv. Protein Chem. 45, 153 (1994)

    Article  CAS  Google Scholar 

  5. B.X. Huang, H.-Y. Kim, C. Dass, J. Am. Soc. Mass Spectrom. 15, 1237 (2004)

    Article  CAS  Google Scholar 

  6. A.S. Sharma, S. Anandakumar, M. Ilanchelian, J. Lumin. 151, 206 (2014)

    Article  Google Scholar 

  7. B.K. Sahoo, K.S. Ghosh, S. Dasgupta, Biophys. Chem. 132, 81–88 (2008)

    Article  CAS  Google Scholar 

  8. J. Guharay, B. Sengupta, P.K. Sengupta, Proteins 43, 75 (2001)

    Article  CAS  Google Scholar 

  9. E.L. Gelamo, M. Tabak, Spectrochim. Acta A 56, 2255 (2000)

    Article  Google Scholar 

  10. M.U.H. Mir, J.K. Maurya, S. Ali, S. Ubaid-ullah, A.B. Khan, R. Patel, Process Biochem. 49, 623 (2014)

    Article  CAS  Google Scholar 

  11. X.M. He, D.C. Carter, Nature 358, 209–215 (1992)

    Article  CAS  Google Scholar 

  12. N. Barbero, E. Barni, C. Barolo, P. Quagliotto, G. Viscardi, L. Napione, P. Simona, B. Federico, Dyes Pigm. 80, 307 (2009)

    Article  CAS  Google Scholar 

  13. Z. Miskolczy, J. Phys. Chem. B 15, 12577 (2011)

    Article  Google Scholar 

  14. F. Wurthner, S. Yao, U. Beginn, Angew. Chem. 42, 3247 (2003)

    Article  Google Scholar 

  15. H.A. Shindy, F.M. Eissa, Dyes Pigm. 92, 929 (2012)

    Article  CAS  Google Scholar 

  16. S. Yang, H. Tian, H. Xiao, X. Shang, X. Gong, Dyes Pigm. 49, 93 (2001)

    Article  CAS  Google Scholar 

  17. S. Nakatsuji, Y. Ogawa, S. Takeuchi, H. Akutsu, J. Yamada, A. Naito, K. Sudo, N. Yasuoka, J. Chem. Soc. Perkin Trans. 2, 1969 (2000)

    Article  Google Scholar 

  18. F. Wuerthner, S. Yao, J. Schilling, R. Wortmann, M. Redi-Abshiro, E. Mecher, F. Gallego-Gomez, K. Meerholz, J. Am. Chem. Soc. 123, 2810 (2001)

    Article  CAS  Google Scholar 

  19. A. Mishra, R.K. Behera, P.K. Behera, B.K. Mishra, G.B. Behera, Chem. Rev. 1000, 1973 (2000)

    Article  Google Scholar 

  20. E. Alberton, T. Sidooski, L. Guarezi, V. Gageiro, Spectrochim. Acta A 81, 745 (2011)

    Article  Google Scholar 

  21. E.R. Kashapova, O.K. Bazyl, V.A. Svetlichnyi, A.A. Ishchenko, A.V. Kulinich, Opt. Spect. 11, 1109 (2011)

    Google Scholar 

  22. R.A. Ganeev, R.I. Tugushev, A.A. Ishchenko, N.A. Derevyanko, A.I. Ryasnyansky, T. Usmanov, Appl. Phys. Chem. B 76, 683 (2003)

    Article  CAS  Google Scholar 

  23. E. Hammam, A.M. El-Nahas, J. Phys. Chem. A 102, 9739 (1998)

    Article  CAS  Google Scholar 

  24. F. Wuerthner, Y. Sheng, Angew. Chem. 12, 2054 (2000)

    Article  Google Scholar 

  25. B. Hemmateenejad, M. Nekoeinia, G. Absalan, Anal. Chim. Acta 683, 178 (2011)

    Article  CAS  Google Scholar 

  26. M. Nekoeinia, B. Hemmateenejad, G. Absalan, S. Yousefinejad, Chemometr. Intell. Lab. Syst. 98, 78 (2009)

    Article  CAS  Google Scholar 

  27. B. Hemmateenejad, G. Absalan, M. Nekoeinia, F. Esfandiyari, Chemometr. Intell. Lab. Syst. 102, 35 (2010)

    Article  CAS  Google Scholar 

  28. B. Hemmateenejad, F. Esfandiyari, M. Nekoeinia, J. Chem. Eng. Data 57, 2802 (2012)

    Article  CAS  Google Scholar 

  29. J.R. Lakowicz, Principles of Fluorescence Spectroscopy, 3rd edn. (Springer Science + Business Media, New York, 2006)

    Book  Google Scholar 

  30. B. Hemmateenejad, S. Yousefinejad, J. Mol. Struct. 1037, 317 (2013)

    Article  CAS  Google Scholar 

  31. K. Taka, J. Pharm. Biomed. Anal. 21, 1171 (2000)

    Article  Google Scholar 

  32. W. Peng, F. Ding, Y.T. Jiang, Y. Sun, Y.K. Peng, Food Funct. 5, 1203 (2014)

    Article  CAS  Google Scholar 

  33. B.F. Pan, F. Gao, L.M. Ao, J. Magn. Magn. Mater. 293, 252 (2005)

    Article  CAS  Google Scholar 

  34. X. Zhao, R. Liu, Z. Chi, Y. Teng, P. Qin, J. Phys. Chem. B 114, 5625 (2010)

    Article  CAS  Google Scholar 

  35. J.R. Lakowicz, G. Weber, Biochemistry 12, 4161 (2005)

    Article  Google Scholar 

  36. S.S. Lehrer, Biochemistry 10, 3254 (1971)

    Article  CAS  Google Scholar 

  37. B. Hemmateenejad, M. Shamsipur, F. Samari, H.R. Rajabi, J. Iran. Chem. Soc. 12, 1729 (2015)

    Article  CAS  Google Scholar 

  38. I.M. Klotz, Ann. N. Y. Acad. Sci. 226, 18 (1993)

    Article  Google Scholar 

  39. Z. Tian, F. Zang, W. Luo, Z. Zhao, Y. Wang, X. Xu, C. Wang, J. Photochem. Photobiol., B 142, 103 (2015)

    Article  CAS  Google Scholar 

  40. P.D. Ross, S. Subramanian, Biochemistry 20, 3096 (1981)

    Article  CAS  Google Scholar 

  41. F. Samari, B. Hemmateenejad, M. Shamsipur, M. Rashidi, H. Samouei, Inorg. Chem. 51, 3454 (2012)

    Article  CAS  Google Scholar 

  42. G. Sudlow, D.J. Birkett, D.N. Wade, Mol. Pharmacol. 12, 1052 (1976)

    CAS  Google Scholar 

  43. I. Sjoholm, B. Ekman, A. Kober, I.L. Pahlman, B. Seiving, T. Sjodin, Mol. Pharmacol. 16, 767 (1979)

    CAS  Google Scholar 

  44. K. Shanmugaraj, S. Anandakumar, M. Ilanchelian, J. Photochem. Photobiol. B 131, 43 (2014)

    Article  CAS  Google Scholar 

  45. L.A. Sklar, B.S. Hudson, R.D. Simonir, Biochemistry 16, 5100 (1977)

    Article  CAS  Google Scholar 

  46. T. Förster, Ann. Phys. 2, 55 (1948)

    Article  Google Scholar 

  47. F. Ding, J. Huang, J. Lin, Z. Li, F. Liu, Z. Jiang, Y. Sun, Dyes Pigm. 82, 65 (2009)

    Article  CAS  Google Scholar 

  48. Z. Cheng, L. Zhang, Ho. Zhao, R. Liu, Q. Xu. J. Solution Chem. 42, 1238 (2013)

    Article  CAS  Google Scholar 

  49. J.B.F. Lloyd, I.W. Evett, Anal. Chem. 49, 1710 (1977)

    Article  CAS  Google Scholar 

  50. F. Samari, M. Shamsipur, B. Hemmateenejad, T. Khayamian, S. Gharaghani, Eur. J. Med. Chem. 54, 255 (2012)

    Article  CAS  Google Scholar 

  51. M.D. Meti, K.S. Byadagi, S.T. Nandibewoor, S.A. Chimatadar, J. Photochem. Photobiol. B 138, 324 (2014)

    Article  CAS  Google Scholar 

  52. B. Sandhya, A.H. Hegde, S.S. Kalanur, U. Katrahalli, J. Seetharamappa, J. Pharm. Biomed. Anal. 54, 1180 (2011)

    Article  CAS  Google Scholar 

  53. R. Yousefi, M. Jamshidi, M.B. Shahsavani, S.M. Nabavizadeh, M.G. Haghighi, M. Rashidi, A. Taheri-Kafrani, A. Niazi, F. Keshavarz, M.M. Alavinamehr, J. Iran. Chem. Soc. 13, 617 (2016)

    Article  CAS  Google Scholar 

  54. L. He, X. Wang, B. Liu, J. Wang, Y. Sun, E. Gao, S. Xu, J. Lumin. 131, 285 (2011)

    Article  CAS  Google Scholar 

  55. V.S. Jisha, K.T. Arun, M. Hariharan, D. Ramaiah, J. Phys. Chem. B 114, 5912 (2010)

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Fayezeh Samari.

Electronic supplementary material

Below is the link to the electronic supplementary material.

Supplementary material 1 (DOC 88 kb)

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Samari, F., Hemmateenejad, B., Shamsipur, M. et al. Characterization of the interaction between a new merocyanine dye and bovine serum albumin. J IRAN CHEM SOC 13, 2309–2317 (2016). https://doi.org/10.1007/s13738-016-0950-7

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s13738-016-0950-7

Keywords

Navigation