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BY-NC-ND 3.0 license Open Access Published by De Gruyter Open Access September 21, 2012

Enantioselective inhibition of immobilized acetylcholinesterase in biosensor determination of pesticides

  • Marzena Kaniewska EMAIL logo , Justyna Jońca , Iwona Połeć , Tomasz Sikora , Jean-Louis Marty and Marek Trojanowicz
From the journal Open Chemistry


Chiral effects for the inhibition of acetylcholinesterase by organophosphorus pesticides were investigated for insecticide malathion and malaoxon, which is a metabolic product of malathion in living organisms. Studies were carried out using a bienzymatic biosensor with immobilized acetylcholinesterase, choline oxidase, and with Prussian Blue used as a mediator. In both cases the R enantiomers accelerate acetylocholinesterase inhibition. The chiral effect in inhibition was much more pronounced in fast flow measurements than in batch measurements.

[1] A. Amine, H. Mohammadi, I. Bourais, G. Palleschi, Biosensors Bioelectron. 21, 1405 (2006) in Google Scholar PubMed

[2] S. Andresscu, J.-L. Marty, Biomol. Eng. 23, 1 (2006) in Google Scholar PubMed

[3] Y. Boublik, P. Saint-Aguet, A. Loguarre, M. Arnaud, F. Villatte, S. Estrada-Mondaca, D. Fournier, Protein. Eng. 15, 43 (2002) in Google Scholar PubMed

[4] H. Schulze, S.B. Muench, F. Villatte, R.D. Schmid, T.T. Bachmann, Anal. Chem. 77, 5823 (2005) in Google Scholar PubMed

[5] A. GaŁęzowska, T. Sikora, G. Istamboulie, M. Trojanowicz, I. PoŁeć, G.S. Nunes, T. Noguer, J.-L. Marty, Sens. Mater. 20, 299 (2008) Search in Google Scholar

[6] G. Valdes-Ramirez, M. Cortina, M.T. Ramirez-Silva, J.-L. Marty, Anal. Bioanal. Chem. 392, 699 (2008) in Google Scholar PubMed

[7] G. Jeanty, A. Wojciechowska, J.-L. Marty, M. Trojanowicz, Anal. Bioanal. Chem. 373, 691 (2002) in Google Scholar PubMed

[8] D. Du, J. Wang, J.N. Smith, C. Timchalk, Y. Lin, Anal. Chem. 81, 9314 (2009) in Google Scholar PubMed PubMed Central

[9] A.G. Hadd, S.C. Jacobson, J.M. Ramsey, Anal. Chem. 71, 5206 (1999) in Google Scholar

[10] X. Shen, F. Liang, G. Zhang, D. Zhang, Analyst 137, 2119 (2012) in Google Scholar PubMed

[11] S. Viswanathan, H. Radecka, J. Radecki, Biosensors Bioelectron. 24, 2772 (2009) in Google Scholar PubMed

[12] I. Ion, A.C. Ion, Mater. Sci. Eng. C, 32, 1001 (2012) in Google Scholar

[13] K. Wang, H.-N. Li, J. Wu, C. Ju, J.-J. Yan, Q. Liu, B. Qiu, Analyst 136, 3349 (2011) in Google Scholar PubMed

[14] Z. Zheng, Y. Zhou, X. Li, S. Liu, Z. Tang, Biosensors Bioelectron. 26, 3081 (2011) in Google Scholar PubMed

[15] A.W. Garrison, Environ Sci Technol. 40, 16 (2006) in Google Scholar PubMed

[16] I. J. Buerge, T. Poiger, M. D. Müller, H-R. Buser. Environ. Sci. Technol. 37, 2668 (2003) in Google Scholar PubMed

[17] A. W. Garrison, P. Schmitt, D. Martens, A. Kettrup, Environ. Sci. Technol. 30, 2449 (1996) in Google Scholar

[18] A. Miyazaki, T. Nakamura, M. Kawaradani, S. Marumo, J. Agric. Food. Chem. 36, 835 (1988) in Google Scholar

[19] Q. Zhou, C. Xu, Y. Zhang, W. Liu, J. Agric. Food Chem. 57, 1624 (2009) in Google Scholar PubMed

[20] N. Kurihara, J. Miyamoto, G.D. Paulson, B. Zeeh, M.W. Skidmore, R.M. Hollingworth, H.A. Kuiper, Pure Appl Chem. 69, 2007 (1997) in Google Scholar

[21] J. Miyamoto, H. Kaneko, Y. Takamatsu, J. Biochem Toxicol. 1, 79 (1986) in Google Scholar PubMed

[22] M.G. Nillos, G. Rodriguez-Fuentes, J. Gan, D. Schlenk, Environm. Toxicol. Chem. 26, 1949 (2007) in Google Scholar

[23] K.D. Lin, F. Zang, S.S. Zhou, W. Lui, J. Gan, Z. Pan, Environm. Toxicol. Chem. 26, 2339 (2007) in Google Scholar

[24] S. Zhou, K. Lin, H. Yang, L. Li, W. Liu, J. Li, Chem. Res. Toxicol. 20, 400 (2007) in Google Scholar

[25] C.E. Berkman, D.A. Quinn, C.M. Thompson, Chem. Res. Toxicol. 6, 724 (1993) in Google Scholar

[26] O.P. Rodriguez, G.W. Muth, C.E. Berkman, K. Kim, C.M. Thompson, Bull. Environ. Contam. Toxicol. 58, 171 (1997) in Google Scholar

[27] F. Arduini, F. Ricci, C.S. Tuta, D. Moscone, A. Amine, G. Palleschi, Anal. Chim. Acta 580, 155 (2006) in Google Scholar

[28] A. Ivanov, G. Evtugyn, H. Budnikov, F. Ricci, D. Moscone, G. Palleschi, Anal. Bioanal. Chem. 377, 624 (2003) in Google Scholar

[29] M. Wcislo, D. Compagnone, M. Trojanowicz, Bioelectrochemistry 71, 91 (2007) in Google Scholar

[30] I. PoŁeć, L. Cieślak, B. Śledziński, H. Ksycińska, Pestic. Sci. 53, 165 (1998)<165::AID-PS747>3.0.CO;2-010.1002/(SICI)1096-9063(199806)53:2<165::AID-PS747>3.0.CO;2-0Search in Google Scholar

[31] C.E. Berkman, C.M. Thompson, S.R. Perrin, Chem. Res. Toxicol. 6, 718 (1993 in Google Scholar

Published Online: 2012-9-21
Published in Print: 2012-12-1

© 2012 Versita Warsaw

This work is licensed under the Creative Commons Attribution-NonCommercial-NoDerivatives 3.0 License.

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