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Inclusion complexes formed in lanthanide—amino acid—β-cyclodextrin systems

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Abstract

Interactions in lanthanide—amino acid—β-cyclodextrin systems (amino acid = tryptophan, phenylalanine; lanthanide = Eu3+, Pr3+) were studied in aqueous solution. An analysis of the chemical shifts observed in the 1H NMR spectra, as well as the ROESY data suggest the possibility for amino acid—lanthanide ion complexes encapsulated in the β-cyclodextrin cavity to form in solution. According to ROESY data, the indole ring of tryptophan and the phenyl group of phenylalanine enter the β-CD cavity from the wide rim side. Coordination with the metal ion occurs through the amino acid carboxyl group.

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References

  1. J. Szejtli, Pure Appl. Chem., 2004, 76, 1825.

    Article  CAS  Google Scholar 

  2. H. Meng, S. Li, L. Xiao, Ch. Li, J. Nanomater., 2013, Article ID 170913; DOI: https://doi.org/10.1155/2013/170913.

  3. I. V. Terekhova, Candidate of Science (Chem.) Thesis, Institute of Solution Chemistry, Russian Academy of Sciences, Ivanovo, 2000, 143 pp. (in Russian).

    Google Scholar 

  4. L. X. Song, C. F. Teng, Y. Yang, J. Incl. Phenom. Macrocycl. Chem., 2006, 54, 221.

    Article  CAS  Google Scholar 

  5. J. Nishijo, M. Tsuchitani, J. Pharmaceut. Sci., 2001, 9, 134.

    Article  Google Scholar 

  6. A. D. Neacsu, A. Neacsu, I. Contineanu, G. Munteanu, S. Tanasescu, Rev. Roum. Chim., 2013, 58, 863.

    CAS  Google Scholar 

  7. G. A. Linde, A. L. Junior, E. V. de Faria, N. B. Colauto, F. F. de Moraes, G. M. Zanin, Food Res. Int., 2010, 43, 187.

    Article  CAS  Google Scholar 

  8. A. Pal, N. Chauhan, J. Mol. Liq., 2012, 169, 163.

    Article  CAS  Google Scholar 

  9. T. Akita, Y. Matsui, T. Yamamoto, J. Mol. Struct., 2014, 1060, 138.

    Article  CAS  Google Scholar 

  10. N. Fatin-Rouge, J.-C. G. Bunzli, Inorg. Chim. Acta, 1999, 293, 53.

    Article  CAS  Google Scholar 

  11. V. V. Spiridonov, A. N. Zakharov, I. G. Panova, A. V. Sybachin, A. A. Efimova, I. N. Topchieva, Mendeleev Commun., 2015, 25, 286.

    Article  CAS  Google Scholar 

  12. S. S. Braga, R. A. Ferreira, I. S. Gonc, J. Phys. Chem., 2002, 106, 11430.

    Article  CAS  Google Scholar 

  13. A. O. Ribeiro, O. A. Serra, J. Braz. Chem. Soc., 2007, 18, 273.

    Article  CAS  Google Scholar 

  14. S. N. Bolotin, N. N. Bukov, V. A. Volynkin, V. T. Panyushkin, Koordinatsionnaya khimiya prirodnykh aminokislot [Coordination Chemistry of Natural Amino Acids], URSS, Moscow, 2008, 251 pp. (in Russian).

    Google Scholar 

  15. V. T. Panyushkin, Yu. E. Chernysh, V. A. Volynkin, G. S. Borodkin, I. G. Borodkina, Yadernyj magnitnyj rezonans v sturkturnykh issledovaniyakh [Nuclear Magnetic Resonance in Structural Studies], Krasand, Moscow, 2016, 350 pp. (in Russian).

    Google Scholar 

  16. K. S. Sharapov, V. A. Volynkin, V. T. Panyushkin, Russ. Chem. Bull., 2016, 65, 834.

    Article  CAS  Google Scholar 

  17. B. Gyurcsik, L. Nagy, Coord. Chem. Rev., 2000, 203, 81.

    Article  CAS  Google Scholar 

  18. C. Kahle, U. Holzgrabe, Chirality, 2004, 16, 509.

    Article  CAS  PubMed  Google Scholar 

  19. Zhi-Xia Zheng, Feng Qu, Jin-Ming Lin, Chinese J. Chem., 2003, 21, 1478.

    Article  CAS  Google Scholar 

  20. Ching-Erh Lin, Sheng-Li Lin, Wei-Ssu Liao, Yu-Chih Liu, J. Chromatography A, 2004, 1032, 227.

    Article  CAS  Google Scholar 

  21. J. Svobodová, P. Dubsky, E. Tesarová, M. Benes, B. Gas, J. Chromatography A, 2011, 1218, 7211.

    Article  CAS  Google Scholar 

  22. C. R. Carubelli, A.M.G. Massabni, S. R. de A. Leite, J. Braz. Chem. Soc., 1997, 8, 597.

    Article  CAS  Google Scholar 

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Sharapov, K.S., Zolaeva, K.V., Volynkin, V.A. et al. Inclusion complexes formed in lanthanide—amino acid—β-cyclodextrin systems. Russ Chem Bull 68, 507–513 (2019). https://doi.org/10.1007/s11172-019-2446-y

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  • DOI: https://doi.org/10.1007/s11172-019-2446-y

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