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Voltammetric and spectroscopic analysis of interactions of pyridine mono-carboxylic acid isomers with cysteine at physiological pH

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Abstract

The interactions of pyridine mono-carboxylic acid isomers (PCAIs) (nicotinic acid (NA), isonicotinic acid (INA) and picolinic acid (PA)) with cysteine (RSH) at physiological pH (7.40) have been investigated by square-wave and cyclic voltammetry (SWV and CV), and UV-Vis and infrared spectroscopy. By the addition of isomeric pyridine mono-carboxylic acids, the reduction peak current of mercurous cysteine thiolate could be decreased and also its peak potential E p was shifted to more positive values. Also, the significant changes in formal potential E 0′, electron transfer coefficient α and electrode reaction standard rate constant k s of mercurous cysteine thiolate (Hg2(SR)2) in the presence and absence of PCAIs were observed. The results of voltammetric measurements indicated that binding reactions were occurred between PCAIs and RSH and new electroactive molecular complexes were formed, which resulted in the decrease of free cysteine concentration and the decrease of the reduction peak current of mercurous cysteine thiolate. The logarithmic values of binding constants of NA, INA and PA were calculated as 13.4, 17.7 and 18.9, respectively. The binding ratios for NA-RSH, INA-RSH and PA-RSH complexes were determined as 1: 3, 1: 4 and 1: 4, respectively. Both UV-Vis and FTIR studies also confirmed these interaction reactions.

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References

  1. Evans, R.F., Herington, E.F.G., and Kynaston, W., Trans. Faraday Soc., 1953, vol. 49, p. 1284.

    Article  CAS  Google Scholar 

  2. Terekhova, I.V. and Obukhova, N.A., J. Solution Chem., 2005, vol. 34, p. 1273.

    Article  CAS  Google Scholar 

  3. Biçer, E. and Çetinkaya, P., J. Chil. Chem. Soc., 2009, vol. 54, p. 46.

    Google Scholar 

  4. Biçer, E. and Co kun, E., J. Serb. Chem. Soc., 2007, vol. 72, p. 1003.

    Article  Google Scholar 

  5. Biçer, E. and Çinar, E., Z. Phys. Chem., 2005, vol. 219, p. 817.

    Article  Google Scholar 

  6. Çakır, S., Biçcer, E., and Çakır, O., Electrochem. Commun., 2000, vol. 2, p. 124.

    Article  Google Scholar 

  7. Çakır, S., Biçer, E., and Çakır, O., Glycoconj. J., 1999, vol. 16, p. 579.

    Article  Google Scholar 

  8. Prokopová, B. and Heyrovský, M., Bioelectrochem. Bioenerg., 1996, vol. 41, p. 209.

    Article  Google Scholar 

  9. Heyrovský, M. and Prokopová, B., Collect. Czech. Chem. Commun., 1997, vol. 62, p. 172.

    Article  Google Scholar 

  10. Terekhova, I.V. and Scriba, G.K.E., J. Pharm. Biomed. Anal., 2007, vol. 45, p. 688.

    Article  CAS  Google Scholar 

  11. Terekhova, I.V., Kumeev, R.S., and Alper, G.A., J. Incl. Phenom. Macrocycl. Chem., 2008, vol. 62, p. 363.

    Article  CAS  Google Scholar 

  12. Appleby, C.A., Wittenberg, B.A., and Wittenberg, J.B., Proc. Nat. Acad. Sci. USA, 1973, vol. 70, p. 564.

    Article  CAS  Google Scholar 

  13. Drmanić, S.Ž., Nikolić, J.B., Marinković A.D., and Jovanović, B.Ž., J. Serb. Chem. Soc., 2012, vol. 77, p. 1311.

    Article  Google Scholar 

  14. Del Sole, R., Lazzoi, M.R., Arnone, M., Delia Sala, F., Cannoletta D., and Vasapollo, G., Molecules, 2009, vol. 14, p. 2632.

    Article  Google Scholar 

  15. Omanović, D. and Branica, M., Croat. Chem. Acta, 1998, vol. 71, p. 421.

    Google Scholar 

  16. Bao, X., Zhu, Z., Li, N.-Q., and Chen, J., Talanta, 2001, vol. 54, p. 591.

    Article  CAS  Google Scholar 

  17. Heyrovský, M. and Vavřička, S., J. Electroanal. Chem., 1997, vol. 423, p. 125.

    Article  Google Scholar 

  18. Heyrovský, M., Mader, P., Vavřička, S., Veselá, V., and Fedurco, M., J. Electroanal. Chem., 1997, vol. 430, p. 103.

    Article  Google Scholar 

  19. Biçer, E., Ph.D. Thesis, Ondokuz Mayis University, Samsun, Turkey, 2000.

    Google Scholar 

  20. Sun, W., Han, J., Jiao, K., and Lu, L., Bioelectrochemistry, 2005, vol. 68, p. 60.

    Article  Google Scholar 

  21. Laviron, E., J. Electroanal. Chem., 1974, vol. 52, p. 355.

    Article  CAS  Google Scholar 

  22. Laviron, E., J. Electroanal. Chem., 1979, vol. 101, p. 19.

    Article  CAS  Google Scholar 

  23. Bard, A.J. and Faulkner, L.R., Electrochemical Methods, Fundamentals and Applications, Wiley, New York, 1980, p. 525.

    Google Scholar 

  24. Sun, W. and Jiao, K., Talanta, 2002, vol. 56, p. 1073.

    Article  CAS  Google Scholar 

  25. Stephenson, H.P. and Sponer, H., J. Am. Chem. Soc., 1957, vol, 79, p. 2050.

    Article  CAS  Google Scholar 

  26. Weast, R.C., (Editor-in-Chief), Handbook of Chemistry and Physics, 60th ed., CRC Press, Boca Raton, FL, 1980, p. C–269.

    Google Scholar 

  27. Nokamoto, K., Infrared Spectra of Inorganic and Coordination Compounds, New York: Wiley InterScience, 1970.

    Google Scholar 

  28. Silverstein, R.M. and Webster, F.X., Spectrometric Identification of Organic Compounds, 6th ed. New York: John Wiley and Sons, 2002.

    Google Scholar 

  29. Dani, V.R., Organic Spectroscopy, 1st ed., New Delhi: Tata, McGraw-Hill Publishing Company Limited, 1995.

    Google Scholar 

  30. Sahoo, S., Chakraborti, C.K., and Behera, P.K., Int. J. Appl. Pharm., 2012, vol. 4, p. 1.

    CAS  Google Scholar 

  31. Markovic, J.M.D., Baranac, J.M., and Brdaric, T.P., Spectrochim. Acta A: Mol. Biomol. Spectrosc., 2005, vol. 62, p. 673.

    Article  Google Scholar 

  32. Straws, M.J. and Taylor, S.P.B., J. Am. Chem. Soc., 1973, vol. 95, p. 3814.

    Article  Google Scholar 

  33. Pushkar, Y.N., Golbeck, J.H., and Stehlik, D., J. Phys. Chem. B, 2004, vol. 108, p. 9439.

    Article  CAS  Google Scholar 

Download references

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Correspondence to Ender Biçer.

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Published in Russian in Elektrokhimiya, 2014, Vol. 50, No. 5, pp. 496–504.

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Biçer, E., Tatlιdil, D. Voltammetric and spectroscopic analysis of interactions of pyridine mono-carboxylic acid isomers with cysteine at physiological pH. Russ J Electrochem 50, 444–452 (2014). https://doi.org/10.1134/S1023193514050024

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