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A binary catalytic system based on mixed monolayers of a phospholipid and amphiphilic bis(Zn2+-cyclen)

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Abstract

Herein, we report on the study of the properties of mixed Langmuir monolayers composed of a synthetic amphiphilic receptor, alkylated bis-cyclic zinc complex of 1,4,7,10-tetraazacyclododecane, and a lipid, distearoyl phosphatidylcholine. The kinetics of a hydrolysis of a model substrate, bis(p-nitrophenyl) phosphate in individual and mixed monolayers of the amphiphilic receptor was studied by using fiber-optical absorption/reflection spectroscopy. The hydrolysis of the organic phosphate in these planar systems proceeded by a two-stage mechanism. This mechanism comprises substrate adsorption on the monolayer via a reaction of the zero order with respect to the adsorbate followed by the pseudo-second-order reaction of the hydrolytic decomposition of the substrate. Unlike the reaction in molecular and colloidal solutions, the process in the monolayer results in the complete decomposition of the model substrate into nitrophenol and phosphate anion. The amphiphilic receptor is directly involved in this reaction to yield a stable complex with the phosphate anion as a resulting product of hydrolysis. An increase in the receptor affinity for the phosphate anion is, most likely, due to the effect of the interface on the strength of the coordination bonds in an intermediate product and the receptor-phosphate complex. Immobilization of the receptor within the lipid matrix increases the rate of substrate decomposition in the monolayer by almost an order of magnitude. We suggested an explanation for the observed effect of the lipid matrix on the catalytic properties of the amphiphilic metallocomplex.

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References

  1. Flink, S., Van Veggel, F.C.J.M., and Reinhoudt, D.N., Adv. Mater. (Weinheim, Fed. Repub. Ger.), 2000, vol. 12, p. 1315.

    Article  CAS  Google Scholar 

  2. Huskens, J., Mulder, A., Auletta, T., Nijhuis, C.A., Ludden, M.J.W., and Reinhoudt, D.N., J. Am. Chem. Soc., 2004, vol. 126, p. 6784.

    Article  CAS  Google Scholar 

  3. Barth, J.V., Costantini, G., and Kern, K., Nature (London), 2005, vol. 437, p. 671.

    Article  CAS  Google Scholar 

  4. Sessler, J.L. and Jayawickramarajah, J., Chem. Commun., 2005, vol. 15, p. 1939.

    Article  Google Scholar 

  5. Xie, J.-Q., Cheng, S.-Q., Du, J., and Zeng, X.-C., J. Dispersion Sci. Technol., 2001, vol. 22, p. 337.

    Article  CAS  Google Scholar 

  6. Chen, N., Fan, J.-B., Xiang, J., Chen, J., and Liang, Y., Biochim. Biophys. Acta, 2006, vol. 1764, p. 1029.

    Article  CAS  Google Scholar 

  7. Emsley, J. and Hall, D., The Chemistry of Phosphorus, New York: Wiley, 1976.

    Google Scholar 

  8. Chock, P.B., Rhee, S.G., and Stadtman, E.R., Annu. Rev. Biochem., 1980, vol. 49, p. 813.

    Article  CAS  Google Scholar 

  9. Gomez-Tagle, P. and Yatsimirsky, A.K., Inorg. Chem., 2001, vol. 40, p. 3786.

    Article  CAS  Google Scholar 

  10. Komiyama, M., Takeda, N., and Shigekawa, H., Chem. Commun., 1999, p. 1443.

    Google Scholar 

  11. Koike, T. and Kimura, E., J. Am. Chem. Soc., 1991, vol. 113, p. 8935.

    Article  CAS  Google Scholar 

  12. Zulkefeli, M., Suzuki, A., Shiro, M., Hisamatsu, Y., Kimura, E., and Aoki, S., Inorg. Chem., 2011, vol. 50, p. 10113.

    Article  CAS  Google Scholar 

  13. Subat, M., Woinaroschy, K., Anthofer, S., Malterer, B., and König, B., Inorg. Chem., 2007, vol. 46, p. 4336.

    Article  CAS  Google Scholar 

  14. Kimura, E., Hashimoto, H., and Koike, T., J. Am. Chem. Soc., 1996, vol. 118, p. 10963.

    Article  CAS  Google Scholar 

  15. Gruber, B., Stadlbauer, S., Spaeth, A., Weiss, S., Kalinina, M., and König, B., Angew. Chem., Int. Ed. Engl., 2010, vol. 49, p. 7125.

    Article  CAS  Google Scholar 

  16. Gruber, B., Kataev, E., Aschenbrenner, J., Stadlbauer, S., and König, B., J. Am. Chem. Soc., 2011, vol. 133, p. 20704.

    Article  CAS  Google Scholar 

  17. Vollhardt, D., Liu, F., Rudert, R., and He, W., J. Phys. Chem. B, 2005, vol. 109, p. 10849.

    Article  CAS  Google Scholar 

  18. Ariga, K., Tanaka, R., Takagi, N., and Kikuchi, J.-I., Supramol. Chem., 2003, vol. 15, p. 87.

    Article  CAS  Google Scholar 

  19. Ariga, K. and Kunitake, T., Acc. Chem. Res., 1998, vol. 31, p. 371.

    Article  CAS  Google Scholar 

  20. Molt, O. and Schrader, T., Angew. Chem., Int. Ed. Engl., 2003, vol. 42, p. 5509.

    Article  CAS  Google Scholar 

  21. Turygin, D.S., Subat, M., Raitman, O.A., Selector, S.L., Arslanov, V.V., König, B., and Kalinina, M.A., Langmuir, 2007, vol. 23, p. 2517.

    Article  CAS  Google Scholar 

  22. Ho, Y.S. and McKay, G., Proc. Biochem., 1999, vol. 34, p. 451.

    Article  CAS  Google Scholar 

  23. Ariga, K., Kamino, A., Cha, X., and Kunitake, T., Langmuir, 1999, vol. 15, p. 3875.

    Article  CAS  Google Scholar 

  24. Kimzuka, N., Baba, A., and Kunitake, T., J. Am. Chem. Soc., 2001, vol. 123, p. 1764.

    Article  Google Scholar 

  25. Zadmard, R. and Schrader, T., J. Am. Chem. Soc., 2005, vol. 127, p. 904.

    Article  CAS  Google Scholar 

  26. Goodrich, F.C., Abstracts of Papers, 2nd Int. Congr. on Surface Activity (London: Butterworths, 1957), vol. 1, p. 85.

    Google Scholar 

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Authors and Affiliations

  1. Frumkin Institute of Physical Chemistry and Electrochemistry, Russian Academy of Sciences, Leninskii pr. 31, Moscow, 119071, Russia

    A. I. Zhamoitina, V. V. Arslanov & M. A. Kalinina

  2. Institut für Organische Chemie, Universität Regensburg, Regensburg, D-93040, Germany

    Y. Sauerwein & B. König

Authors
  1. A. I. Zhamoitina
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  2. Y. Sauerwein
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  3. B. König
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  4. V. V. Arslanov
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  5. M. A. Kalinina
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Corresponding author

Correspondence to M. A. Kalinina.

Additional information

Original Russian Text © A.I. Zhamoitina, Y. Sauerwein, B. König, V.V. Arslanov, M.A.Kalinina, 2014, published in Kolloidnyi Zhurnal, 2014, Vol. 76, No. 2, pp. 171–178.

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Zhamoitina, A.I., Sauerwein, Y., König, B. et al. A binary catalytic system based on mixed monolayers of a phospholipid and amphiphilic bis(Zn2+-cyclen). Colloid J 76, 153–160 (2014). https://doi.org/10.1134/S1061933X14010177

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  • DOI: https://doi.org/10.1134/S1061933X14010177

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