Skip to main content
SpringerLink
Log in

Enantioselective Voltammetric Sensors: New Solutions

  • Reviews
  • Published:
Journal of Analytical Chemistry Aims and scope Submit manuscript

Abstract

A review of new approaches and solutions in the development and application of enantioselective voltammetric sensors for the recognition of optical isomers of biologically active compounds and medicines is presented. The main methods of electrode modification by enantioselective selectors are discussed, i.e., the application of inclusion complexes, molecularly imprinted polymers, elements of living systems and their analogs, inorganic and organic materials with the effect of chirality, and also supramolecular structures. The main analytical characteristics of some sensors and sensor systems of the electronic tongue type for the recognition and determination of enantiomers in various samples are presented. Methods of processing of voltammetric data for the elimination of the effect the memory of measurements and the cleanup of analytical signals at low concentrations of enantiomers are considered.

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

Access this article

Log in via an institution

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

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

References

  1. Reutov, O.A., Kurts, A.L., and Butin, K.P., Organicheskaya khimiya (Organic Chemistry), Moscow: Binom. Laboratoriya znanii, 2013, vol. 2.

  2. Eliel, E.L., Wilen, S.H., and Doyle, M.P., Basic Organic Stereochemistry, New York: Wiley, 2001.

    Google Scholar 

  3. Tyukavkina, N.A. and Baukov, Yu.I., Bioorganicheskaya khimiya (Bioorganic Chemistry), Moscow: Drofa, 2004.

    Google Scholar 

  4. Yanilkin, V.V., Nastapova, N.V., and Toropchina, A.V., Ross. Khim. Zh., 2005, vol. 49, no. 5, p. 29.

    CAS  Google Scholar 

  5. Izake, E.L., J. Pharm. Sci., 2007, vol. 96, no. 7, p. 1659.

    Article  CAS  PubMed  Google Scholar 

  6. Budnikov, G.K., Evtyugin, G.A., Budnikova, Yu.G., and Al’fonsov, V.A., J. Anal. Chem., 2008, vol. 63, no. 1, p. 2.

    Article  CAS  Google Scholar 

  7. Budnikov, G.K., Evtyugin, G.A., and Maistrenko, V.N., Modifitsirovannye elektrody dlya vol’tamperometrii v khimii, biologii i meditsine (Modified Electrodes for Voltammetry in Chemistry, Biology, and Medicine), M.: Binom. Laboratoriya znanii, 2010.

    Google Scholar 

  8. Sekhon, B.S., Int. J. Pharm. Tech. Res., 2010, vol. 2, p. 1584.

    CAS  Google Scholar 

  9. Scriba, G.K.E., Chromatographia, 2012, vol. 75, p. 815.

    Article  CAS  Google Scholar 

  10. Chiral Capillary Electrophoresis in Current Pharmaceutical and Biomedical Analysis, Mikus, P., Ed., Washington, DC: InTech, 2012.

  11. Manoli, K., Magliulo, M., and Torsi, L., Top. Curr. Chem., 2013, vol. 341, p. 133.

    Article  CAS  PubMed  Google Scholar 

  12. Lehninger, A.L., Nelson, D.L., and Cox, M.M., Principles of Biochemistry, New York: Worth Publishers, 1993.

    Google Scholar 

  13. Smirnova, I.G., Gil’deeva, G.N., and Kukes, V.G., Moscow Univ. Chem. Bull. (Engl. Transl.), 2012, vol. 67, no. 3, p. 95.

    Article  Google Scholar 

  14. Aboul-Enein, H.Y. and Stefan, R.-I., CRC Crit. Rev. Anal. Chem., 1998, vol. 28, no. 3, p. 259.

    Article  CAS  Google Scholar 

  15. Trojanowicz, M., Electrochem. Commun., 2014, vol. 38, p. 47.

    Article  CAS  Google Scholar 

  16. Iacob, B.-C., Bodoki, E., and Oprean, R., in Handbook of Sustainable Polymers: Processing and Applications, Thakur, V.K. and Thakur, M.R., Eds., Boca Raton, FL: CRC, 2016, p. 587.

  17. Woertz, K., Tissen, C., Kleinebudde, P., and Breitkreutz, J., Int. J. Pharm., 2011, vol. 417, p. 256.

    Article  CAS  PubMed  Google Scholar 

  18. Pein, M., Kirsanov, D., Ciosek, P., del Valle, M., Yaroshenko, I., Wesoly, M., Zabadaj, M., Gonzalez-Calabuig, A., Wroblewski, W., and Legin, A., J. Pharm. Biomed. Anal., 2015, vol. 114, p. 321.

    Article  CAS  PubMed  Google Scholar 

  19. Chen, Q., Zhou, J., Han, Q., Wang, Y., and Fu, Y., J. Solid. State Electrochem., 2012, vol. 16, p. 2481.

    Article  CAS  Google Scholar 

  20. Chen, Y., Huang, Y., Guo, D., Chen, C., Wang, Q., and Fu, Y., J. Solid. State Electrochem., 2014, vol. 18, p. 3463.

    Article  CAS  Google Scholar 

  21. Guo, L., Huang, Y., Zhang, Q., Chen, C., Guo, D., Chen, Y., and Fu, Y., J. Electrochem. Soc., 2014, vol. 161, no. 4, p. B70.

    Article  CAS  Google Scholar 

  22. Nezhadali, A. and Mojarrab, M., Anal. Chim. Acta, 2016, vol. 924, p. 86.

    Article  CAS  PubMed  Google Scholar 

  23. Sidel’nikov, A.V., Maistrenko, V.N., Zil’berg, R.A., Yarkaeva, Yu.A., and Khamitov, E.M., J. Anal. Chem., 2017, vol. 72, no. 5, p. 575.

    Article  Google Scholar 

  24. Davankov, V.A., Chirality, 1997, vol. 9, p. 99.

    Article  CAS  Google Scholar 

  25. Shahgaldian, P. and Pieles, U., Sensors, 2006, vol. 6, p. 593.

    Article  CAS  PubMed Central  Google Scholar 

  26. Zhu, G., Yi, Y., and Chen, J., TrAC, Trends Anal. Chem., 2016, vol. 80, p. 232.

    Article  CAS  Google Scholar 

  27. Kong, Y., Zhao, W., Yao, S., Xu, J., Wang, W., and Chen, Z., J. Appl. Polym. Sci., 2010, vol. 115, p. 1952.

    Article  CAS  Google Scholar 

  28. Cheong, W.J., Ali, F., Choi, J.H., Lee, J.O., and Sung, K.Y., Talanta, 2013, vol. 106, p. 45.

    Article  CAS  PubMed  Google Scholar 

  29. Tiwari, M.P. and Prasad, A., Anal. Chim. Acta, 2015, vol. 853, p. 1.

    Article  CAS  PubMed  Google Scholar 

  30. Feng, L., Xu, B., Ren, J., Zhao, C., and Qu, X., Chem. Commun., 2012, vol. 48, p. 9068.

    Article  CAS  Google Scholar 

  31. Fu, Y., Chen, Q., Zhou, J., Han, Q., and Wang, Y., Anal. Biochem., 2012, vol. 421, p. 103.

    Article  CAS  PubMed  Google Scholar 

  32. Wang, Y., Han, Q., Zhang, Q., Huang, Y., Guo, L., and Fu, Y., J. Solid State Electrochem., 2013, vol. 17, p. 627.

    Article  CAS  Google Scholar 

  33. Staden, R.-I., Balasoiu, S.-C., Bazylak, G., van Staden, J.F., Aboul-Enein, H.Y., and Radu, G.L., J. Electrochem. Soc., 2013, vol. 160, p. B192.

    Article  CAS  Google Scholar 

  34. Vitoreti, A.B.F., Abrahao, O., Silva, Gomes R., Salazar-Banda, G.R., and Oliveira, R.T.S., Int. J. Electrochem. Sci., 2014, vol. 9, p. 1044.

    Google Scholar 

  35. Mosinger, J., Tomankova, V., Nemcova, I., and Zyka, J., Anal. Lett., 2013, vol. 34, p. 1979.

    Article  Google Scholar 

  36. Szejtli, J., Pure Appl. Chem., 2004, vol. 76, p. 1825.

    Article  CAS  Google Scholar 

  37. Fedorova, I.A., Shapovalova, E.N., Shpigun, O.A., and Staroverov, S.M., J. Food Drug Anal., 2016, vol. 24, no. 4, p. 848.

    Article  CAS  PubMed  Google Scholar 

  38. Fedorova, I.A., Shapovalova, E.N., and Shpigun, O.A., J. Anal. Chem., 2017, vol. 72, no. 1, p. 76.

    Article  CAS  Google Scholar 

  39. Kane-Maguire, L.A.P. and Wallace, G.G., Chem. Soc. Rev., 2010, vol. 39, p. 2545.

    Article  CAS  PubMed  Google Scholar 

  40. Harada, A., Takashima, Y., and Nakahata, M., Acc. Chem. Res., 2014, vol. 47, no. 7, p. 2128.

    Article  CAS  PubMed  Google Scholar 

  41. Tao, Y., Dai, J., Kong, Y., and Sha, Y., Anal. Chem., 2014, vol. 86, p. 2633.

    Article  CAS  PubMed  Google Scholar 

  42. Xiao, Q., Lu, S., Huang, C., Su, W., and Huang, S., Sensors, 2016, vol. 16, no. 1874.

    Google Scholar 

  43. Xu, J., Wang, Q., Xuan, C., Xia, Q., Lin, X., and Fu, Y., Electroanalysis, 2016, vol. 28, p. 868.

    Article  CAS  Google Scholar 

  44. Zor, E., Bingol, H., Ramanaviciene, A., Ramanavicius, A., and Ersoz, M., Analyst, 2015, vol. 140, no. 1, p. 313.

    Article  CAS  PubMed  Google Scholar 

  45. He, J.-L., Yang, Y., Yang, X., Liu, Y.-L., Liu, Z.-H., Shen, G.-L., and Yu, R.-Q., Sens. Actuators, B, 2006, vol. 114, p. 94.

    Article  CAS  Google Scholar 

  46. Yogeswaran, U., Thiagarajan, S., and Chen, S.-M., Carbon, 2007, vol. 45, p. 2783.

    Article  CAS  Google Scholar 

  47. Lian, W., Huang, J., Yu, J., Zhang, X., Lin, Q., He, X., Xing, X., and Liu, S., Food Control, 2012, vol. 26, p. 620.

    Article  CAS  Google Scholar 

  48. Zor, E., Morales-Narvaez, E., Alpaydin, S., Bingol, H., Ersoz, M., and Merkoci, A., Biosens. Bioelectron., 2017, vol. 87, p. 410.

    Article  CAS  PubMed  Google Scholar 

  49. Pumera, M., Ambrosi, A., Bonanni, A., Chng, E.L.K., and Poh, H.L., TrAC, Trends Anal. Chem., 2010, vol. 29, no. 9, p. 954.

    Article  CAS  Google Scholar 

  50. Tang, J., Zhang, L., Liu, Y., Zhou, J., Han, G., and Tang, W., Electroanalysis, 2014, vol. 26, no. 9, p. 2057.

    Article  CAS  Google Scholar 

  51. Fukuda, T., Maeda, Y., and Kitano, H., Langmuir, 1999, vol. 15, p. 1887.

    Article  CAS  Google Scholar 

  52. Afkhami, A., Kafrashi, F., Ahmadi, M., and Madrakian, T., RSC Adv., 2015, vol. 5, no. 72, p. 58609.

    Article  CAS  Google Scholar 

  53. Chen, Q., Zhou, J., Han, Q., Wang, Y., and Fu, Y., Colloids Surf., B, 2012, vol. 92, p. 130.

    Article  CAS  Google Scholar 

  54. Han, Q., Chen, Q., Wang, Y., Zhou, J., and Fu, Y., Electroanalysis, 2012, vol. 24, no. 2, p. 332.

    Article  CAS  Google Scholar 

  55. Cheong, W.J., Yang, S.H., and Ali, F., J. Sep. Sci., 2013, vol. 36, no. 3, p. 609.

    Article  CAS  PubMed  Google Scholar 

  56. Huang, J., Wei, Z., and Chen, J., Sens. Actuators, B, 2008, vol. 134, p. 573.

    Article  CAS  Google Scholar 

  57. Iacob, B.-C., Bodoki, E., Florea, A., Bodoki, A.-E., and Oprean, R., Anal. Chem., 2015, vol. 87, no. 5, p. 2755.

    Article  CAS  PubMed  Google Scholar 

  58. Iacob, B.-C., Bodoki, E., Farcau, C., Barbu-Tudoran, L., and Oprean, R., Electrochim. Acta, 2016, vol. 217, p. 195.

    Article  CAS  Google Scholar 

  59. Pandey, I. and Jha, S.S., Electrochim. Acta, 2015, vol. 182, p. 917.

    Article  CAS  Google Scholar 

  60. Evtugyn, G., Biosensors: Essentials, Berlin: Springer, 2014.

    Book  Google Scholar 

  61. Challier, L., Mavre, F., Moreau, J., Fave, C., Schollhom, B., Marchal, D., Pevrin, E., Noel, V., and Limoges, B., Anal. Chem., 2012, vol. 84, no. 12, p. 5415.

    Article  CAS  PubMed  Google Scholar 

  62. Chen, Q., Zhou, J., Han, Q., Wang, Y., and Fu, Y., Biochem. Eng. J., 2012, vol. 69, p. 155.

    Article  CAS  Google Scholar 

  63. Wang, Y., Zhou, J., Han, Q., Chen, Q., Guo, L., and Fu, Y., Electroanalysis, 2012, vol. 24, no. 7, p. 1561.

    Article  CAS  Google Scholar 

  64. Zor, E., Patir, I.H., Bingol, H., and Ersoz, M., Biosens. Bioelectron., 2013, vol. 42, p. 321.

    Article  CAS  PubMed  Google Scholar 

  65. Chen, L., Li, K., Zhu, H., Meng, L., Chen, J., Li, M., and Zhu, Z., Talanta, 2013, vol. 105, p. 250.

    Article  CAS  PubMed  Google Scholar 

  66. Chen, L., Chang, F., Meng, L., Li, M., and Zhu, Z., Analyst, 2014, vol. 139, p. 2243.

    Article  CAS  PubMed  Google Scholar 

  67. Bi, Q., Dong, S., Sun, Y., Lu, X., and Zhao, L., Anal. Biochem., 2016, vol. 508, p. 50.

    Article  CAS  PubMed  Google Scholar 

  68. Kang, Y.-J., Oh, J.-W., Kim, Y.-R., Kim, J.S., and Kim, H., Chem. Commun., 2010, vol. 46, p. 5665.

    Article  CAS  Google Scholar 

  69. Zhang, Q., Guo, L., Huang, Y., Chen, Y., Guo, D., Chen, C., and Fu, Y., Sens. Actuators, B, 2014, vol. 199, p. 239.

    Article  CAS  Google Scholar 

  70. Prasad, B.B. and Pandey, I., Electrochim. Acta, 2013, vol. 88, p. 24.

    Article  CAS  Google Scholar 

  71. Prasad, B.B., Pandey, I., Srivastava, A., Kumar, D., and Tivari, M.P., Sens. Actuators, B, 2013, vol. 176, p. 863.

    Article  CAS  Google Scholar 

  72. Yu, L.-Y., Liu, Q., Wu, X.-W., Jiang, X.-Y., Yu, J.-G., and Chen, X.-Q., RSC Adv., 2015, vol. 5, p. 98020.

    Article  CAS  Google Scholar 

  73. Zhang, Q., Wang, Y., Han, Q., Guo, L., Huang, Y., and Fu, Y., J. Electrochem. Soc., 2013, vol. 160, no. 11, p. B213.

    Article  CAS  Google Scholar 

  74. Zhang, Q., Guo, L., Huang, Y., Wang, Y., Han, Q., and Fu, Y., Anal. Methods, 2013, vol. 5, p. 4397.

    Article  CAS  Google Scholar 

  75. Gou, H., He, J., Mo, Z., Wei, X., Hu, R., Wang, Y., and Guo, R., J. Electrochem. Soc., 2016, vol. 163, p. B272.

    Article  CAS  Google Scholar 

  76. Gou, H., He, J., Mo, Z., Wei, X., Hu, R., and Wang, Y., RSC Adv., 2015, vol. 5, p. 60638.

    Article  CAS  Google Scholar 

  77. Guo, L., Zhang, Q., Huang, Y., Han, Q., Wang, Y., and Fu, Y., Bioelectrochemistry, 2013, vol. 94, p. 87.

    Article  CAS  PubMed  Google Scholar 

  78. Borazjani, M., Mehdinia, A., Ziaei, E., Jabbari, A., and Maddah, M., Microchim. Acta, 2017, vol. 184, p. 611.

    Article  CAS  Google Scholar 

  79. Ou, J., Tao, Y., Xue, J., Kong, Y., Dai, J., and Deng, L., Electrochem. Commun., 2015, vol. 57, p. 5.

    Article  CAS  Google Scholar 

  80. Bustos, E., Godinez, L.A., Rangel-Reyes, G., and Juaristi, E., Electrochim. Acta, 2009, vol. 54, p. 6445.

    Article  CAS  Google Scholar 

  81. Bustos, E., Garcia, J.E., Bandala, Y., Godinez, L.A., and Juaristi, E., Talanta, 2009, vol. 78, p. 1352.

    Article  CAS  PubMed  Google Scholar 

  82. Chillawar, R.R., Tadi, K.K., and Motghare, R.V., J. Anal. Chem., 2015, vol. 70, no. 4, p. 399.

    Article  CAS  Google Scholar 

  83. Feng, W., Liu, C., Lu, S., Zhang, C., Zhu, X., Liang, Y., and Nan, J., Microchim. Acta, 2014, vol. 181, p. 501.

    Article  CAS  Google Scholar 

  84. Nie, R., Bo, X., Wang, H., Zeng, L., and Guo, L., Electrochem. Commun., 2013, vol. 27, p. 112.

    Article  CAS  Google Scholar 

  85. Hazzazi, O.A., Harris, C.A., Wells, P.B., and Attard, G.A., Top. Catal., 2011, vol. 54, p. 1392.

    Article  CAS  Google Scholar 

  86. Mogi, I. and Watanabe, K., Chem. Lett., 2012, vol. 41, no. 11, p. 1439.

    Article  CAS  Google Scholar 

  87. Roy, B., Bairi, P., and Nandi, A.K., RSC Adv., 2014, vol. 4, p. 1708.

    Article  CAS  Google Scholar 

  88. Slater, A.G., Perdigao, L.M.A., Beton, P.H., and Champness, N.R., Acc. Chem. Res., 2014, vol. 47, p. 3417.

    Article  CAS  PubMed  Google Scholar 

  89. Gus’kov, V.Y., Gainullina, Y.Y., Suhareva, D.A., Sidel’nikov, A.V., and Kudasheva, F.K., Int. J. Appl. Chem., 2016, vol. 12, p. 359.

    Google Scholar 

  90. Yutthalekha, T., Warakulwit, C., Limtrakul, J., and Kuhn, A., Electroanalysis, 2015, vol. 27, p. 2209.

    Article  CAS  Google Scholar 

  91. Yutthalekha, T., Wattanakit, C., Lapeyre, V., Nokbin, S., Warakulwit, C., Limtrakul, J., and Kuhn, A., Nat. Commun., 2016, vol. 7, no. 12678.

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  92. Arnaboldi, S., Benincori, T., Cirilli, R., Kutner, W., Magni, M., Mussini, P.R., Noworytad, K., and Sannicolo, F., Chem. Sci., 2015, vol. 6, p. 1706.

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  93. Sannicolo, F., Arnaboldi, S., Benincori, T., Bonometti, V., Cirilli, R., Dunsch, L., Kutner, W., Longhi, G., Mussini, P.R., Panigati, M., Pierini, M., and Rizzo, S., Angew. Chem., Int. Ed. Engl., 2014, vol. 53, p. 2623.

    Article  CAS  Google Scholar 

  94. Gilpin, R.K. and Gilpin, C.S., Anal. Chem., 2011, vol. 83, p. 4489.

    Article  CAS  PubMed  Google Scholar 

  95. Li, Z.L., Mo, Z.L., Meng, S.J., Gao, H.H., Niu, X.H., and Guo, R.B., Anal. Methods, 2016, vol. 8, p. 8134.

    Article  Google Scholar 

  96. Revel’skii, I.A., Vestn. Roszdravnadzora, 2009, no. 4, p. 48.

    Google Scholar 

  97. Maistrenko, V.N., Evtyugin, G.A., and Sidel’nikov, A.V., in Khimicheskie sensory (Chemical Sensors), vol. 14 of Problemy analiticheskoi khimii (Problems of Analytical Chemistry), Moscow: Nauka, 2011, p. 285.

    Google Scholar 

  98. Legin, A., Rudnitskaya, A., Clapham, D., Seleznev, B., Lord, K., and Vlasov, Y., Anal. Bioanal. Chem., 2004, vol. 380, p. 36.

    Article  CAS  PubMed  Google Scholar 

  99. Zheng, J.Y. and Keeney, M.P., Int. J. Pharm., 2006, vol. 310, p. 118.

    Article  CAS  PubMed  Google Scholar 

  100. Rudnitskaya, A., Kirsanov, D., Blinova, Y., Legin, E., Seleznev, B., Clapham, D., Ives, R.S., Saunders, K.A., and Legin, A., Anal. Chim. Acta, 2013, vol. 770, p. 45.

    Article  CAS  PubMed  Google Scholar 

  101. Choi, D.H., Kim, N.A., Nam, T.S., Lee, S., and Jeong, S.H., Drug Dev. Ind. Pharm., 2014, vol. 40, no. 3, p. 308.

    Article  CAS  Google Scholar 

  102. Zil’berg, R.A., Yarkaeva, Yu.A., Maksyutova, E.I., Sidel’nikov, A.V., and Maistrenko, V.N., J. Anal. Chem., 2017, vol. 72, no. 4, p. 402.

    Article  Google Scholar 

  103. Esbensen, K.H., Multivariate Analysis—In Practice, Oslo: CAMO Process, 2001.

    Google Scholar 

  104. Pomerantsev, A.L., Chemometrics in Excel, New York: Wiley, 2014.

    Book  Google Scholar 

  105. Nigmatullin, R.R., Budnikov, H.C., and Sidelnikov, A.V., Electroanalysis, 2015, vol. 27, p. 1416.

    Article  CAS  Google Scholar 

  106. Nigmatullin, R.R., Budnikov, H.C., Sidelnikov, A.V., and Yarkaeva, Y.A., New J. Chem., 2017, vol. 41, p. 2561.

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Department of Chemistry, Bashkir State University, Ufa, 450076, Russia

    V. N. Maistrenko, A. V. Sidel’nikov & R. A. Zil’berg

Authors
  1. V. N. Maistrenko
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. A. V. Sidel’nikov
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. R. A. Zil’berg
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to R. A. Zil’berg.

Additional information

Original Russian Text © V.N. Maistrenko, A.V. Sidel’nikov, R.A. Zil’berg, 2018, published in Zhurnal Analiticheskoi Khimii, 2018, Vol. 73, No. 1, pp. 3–13.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Maistrenko, V.N., Sidel’nikov, A.V. & Zil’berg, R.A. Enantioselective Voltammetric Sensors: New Solutions. J Anal Chem 73, 1–9 (2018). https://doi.org/10.1134/S1061934818010057

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S1061934818010057

Keywords

Search

Navigation