Abstract
Our own and published data on the effect of mixed solvents on the thermodynamic parameters of molecular complexation of 18-crown-6 with glycine, D,L-alanine, and L-phenylalanine in aqueous ethanol, dimethyl sulfoxide, and acetone have been generalized. In all cases, decrease of the water fraction in mixed solvents increases the exothermic effect of complex formation. The change in the reaction enthalpy is determined mainly by variation of the enthalpies of solvation of the molecular complex and 18-crown-6, whereas the contribution of solvation of the amino acid is insignificant.
Similar content being viewed by others
References
Lehn, J.-M., Supramolecular Chemistry: Concepts and Perspectives, Weinheim: VCH, 1995.
Dukhovich, F.S., Darkhovskii, M.B., Gorbatova, E.N., and Kurochkin, V.K., Molekulyarnoe uznavanie: farmakologicheskie aspekty (Molecular Recognition: Pharmacological Aspects), Moscow: Meditsina, 2004.
Ushakov, E.N., Alfimov, M.V., and Gromov, S.P., Ros. Nanotekhnol., 2008, vol. 3, nos. 1–2, p. 42.
Kulikov, O.V. and Terekhova, I.V., Rus. J. Coord. Chem., 1998, vol. 24, no. 5, p. 373.
Buschmann, H.J., Wenz, G., Schollmeyer, E., and Mutihac, L., Thermochim. Acta, 1995, vol. 261, p. 1. DOI: 10.1016/0040-6031(95)02384-E.
Danil de Namor, A.F., Ritt, M.C., Schwing-Weill, M.J., Arnaud-Neu, F., and Lewis, D.F.V., J. Chem. Soc., Faraday Trans., 1991, vol. 87, p. 3231. DOI: 10.1039/FT9918703231.
Solov’ev, V.P., Doctoral (Chem.) Dissertation, Moscow, 2007.
Jóźwiak, M., Bald, A., and Jóźwiak, A., J. Therm. Anal. Calorim., 2010, vol. 99, p. 307. DOI: 10.1007/s10973-009-0015-6
Larina, O.V., Kern, A.P., and Bondarev, N.V., Russ. J. Gen. Chem., 1997, vol. 67, no. 9, p. 1351.
Shormanov, V.A. and Sharnin, V.A., Dostizheniya i problemy teorii sol’vatatsii: strukturno-termodinamicheskie aspekty (Advances and Problems in the Solvation Theory: Structural and Thermochemical Aspects), Moscow: Nauka, 1998, p. 172.
Sharnin, V.A., Russ. J. Gen. Chem., 1999, vol. 69, no. 9, p. 1368.
Kuz’mina, I.A., Usacheva, T.R., and Sharnin, V.A., Russ. J. Phys. Chem. A, 2012, vol. 86, no. 1, p. 50. DOI: 10.1134/S0036024412010189.
Usacheva, T.R. and Sharnin, V.A., Russ. J. Gen. Chem., 2014, vol. 84, no. 2, p. 227.
Matteoli, E., Lepori, L., Usacheva, T.R., and Sharnin, V.A., J. Therm. Anal. Calorim., 2009, vol. 97, no. 3, p. 811. DOI: 10.1007/s10973-009-0231-0.
Usacheva, T.R., Sharnin, V.A., Chernov, I.V., and Matteoli, E., J. Therm. Anal. Calorim., 2013, vol. 112, p. 983. DOI: 10.1007/s10973-012-2625-7.
Usacheva, T.R., Kuz’mina, I.A., Sharnin, V.A., Chernov, I.V., and Matteoli, E., Russ. J. Phys. Chem. A, 2012, vol. 86, no. 11, p. 36. DOI: 10.1134/S003602441112034X.
Usacheva, T.R., Chernov, I.V., Sharnin, V.A., Matteoli, E., Terekhova, I.V., and Kumeev, R.S., Chem. Phys. Lett., 2012, no. 543, p. 153. DOI: 10.1016/j.cplett.2012.06.054.
Usacheva, T.R., Chernov, I.V., Sharnin, V.A., Voronina, S.I., and Matteoli, E., J. Therm. Anal. Calorim., 2013, vol. 112, p. 399. DOI: 10.1007/s10973-012-2820-6.
Usacheva, T.R., Sharnin, V.A., and Matteoli, E., Russ. J. Phys. Chem. A, 2011, vol. 85, no. 11, p. 1898. DOI: 10.1134/S003602441111032X.
Usacheva, T.R., Kuz’mina, I.A., Sharnin, V.A., Chernov, I.V., and Matteoli, E., Russ. J. Phys. Chem. A, 2012, vol. 86, no. 7, p. 1064. DOI: 10.1134/S003602441207031X.
Sharp, K., Protein Sci., 2001, no. 10, p. 661. DOI: 10.1110/ps.37801.
Chodera, J.D. and Mobley, D.L., Annu. Rev. Biophys., 2013, vol. 42, p. 121. DOI: 10.1146/annurev-biophys-083012-130318.
Ionoue, Y. and Hakushi, T., J. Chem. Soc., Perkin Trans. 2, 1985, p. 935. DOI: 10.1039/P29850000935.
Kulikov, O.V. and Lapshev, P.V., Biologicheski aktivnye veshchestva v rastvorakh: struktura, termodinamika, reaktsionnaya sposobnost’ (Biologically Active Substances in Solution: Structure, Thermodynamics, and Reactivity), Moscow: Nauka, 2001, p. 184.
Tsivadze, A.Yu, Varnek, A.A., and Khutorskii, V.E., Koordinatsionnye soedineniya metallov s kraunligandami (Metal Coordination Compounds with Crown Ligands), Moscow: Nauka, 1991.
Krestov, G.A., Termodinamika ionnykh protsessov v rastvorakh (Thermodynamics of Ionic Processes in Solution), Leningrad: Khimiya, 1984.
Usacheva, T.R., Ledenkov, S.F., Sharnin, V.A., and Gzheidzyak, A., Izv. Vyssh. Uchebn. Zaved., Ser. Khim. Khim. Tekhnol., 2000, vol. 43, no. 5, p. 87.
Usacheva, T.R., Kuz’mina, I.A., Sharnin, V.A., Chernov, I.V., and Matteoli, E., Russ. J. Phys. Chem. A, 2011, vol. 85, no. 6, p. 948. DOI: 10.1134/S003602441106032X.
Jozwiak, M., J. Therm. Anal. Calorim., 2010, vol. 101., p. 1039. DOI: 10.1007/s10973-009-0573-7.
Jozwiak, M., J. Mol. Liq., 2003, vol. 107, nos. 1–3, p. 169. DOI: 10.1016/S0167-7322(03)00148-X.
Smirnov, V.I. and Badelin, V.G., Russ. J. Phys. Chem. A, 2003, vol. 77, no. 5, p. 713.
Smirnov, V.I. and Badelin, V.G., Biophysics, 2004, vol. 49, no. 3, p. 375.
Smirnov, V.I., Badelin, V.G., and Mezhevoi, I.N., Izv. Vyssh. Uchebn. Zaved., Ser. Khim. Khim. Tekhnol., 2003, vol. 46, no. 1, p. 90.
Smirnov, V.I., Mezhevoí, I.N., and Badelin, V.G., Russ. J. Phys. Chem. A, 2004, vol. 78, no. 2, p. 214.
Smirnov, V.I., Mezhevoi, I.N., and Badelin, V.G., Izv. Vyssh. Uchebn. Zaved., Ser. Khim. Khim. Tekhnol, 2004, vol. 47, no. 8, p. 38.
Smirnov, V.I., Badelin, V.G., and Mezhevoí, I.N., Russ. J. Phys. Chem. A, 2006, vol. 80, no. 5, p. 672. DOI: 10.1134/S0036024406050025.
Usacheva, T.R., Kuz’mina, I.A., Dzhumasheva, M.O., Sidorenko, N.S., and Sharnin, V.A., Izv. Vyssh. Uchebn. Zaved., Ser. Khim. Khim. Technol., 2010, vol. 53, no. 12, p. 51.
Usacheva, T.R., Kuz’mina, I.A., Sharnin, V.A., Sidorenko, N.S., and Voronina, S.I., Russ. J. Phys. Chem. A, 2011, vol. 85, no. 6, p. 952. DOI: 10.1134/S0036024411060331.
Author information
Authors and Affiliations
Corresponding author
Additional information
Original Russian Text © T.R. Usacheva, V.A. Sharnin, 2014, published in Zhurnal Obshchei Khimii, 2014, Vol. 84, No. 5, pp. 818–824.
Rights and permissions
About this article
Cite this article
Usacheva, T.R., Sharnin, V.A. Effect of solvation on the complexation of 18-crown-6 with amino acids in aqueous-organic media. Russ J Gen Chem 84, 911–917 (2014). https://doi.org/10.1134/S1070363214050211
Received:
Published:
Issue Date:
DOI: https://doi.org/10.1134/S1070363214050211