Log in

Structural Features of the Apple Pectin Complex Formation with Imidazole and L-Histidine Methyl Ester

  • Published:
Russian Journal of General Chemistry Aims and scope Submit manuscript

Abstract

The thermodynamic and structural study of the complex formation of apple pectin with structural analogs of histidine (imidazole and its methyl ester) was carried out using spectral methods. The composition, stability constants of the complexes, and standard thermodynamic characteristics (Δ, Δ, and Δ) of the complex formation process were determined. The dominating contribution of the imidazole fragment of the amino acid to the stability of the pectin-histidine complex is shown. The esterification of the carboxyl group of histidine and its conversion into methyl ester influence only slightly the efficiency of complex formation with pectin, leading to a slight increase in binding.

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

Access this article

Subscribe and save

Springer+ Basic
EUR 32.99 /Month
  • Get 10 units per month
  • Download Article/Chapter or Ebook
  • 1 Unit = 1 Article or 1 Chapter
  • Cancel anytime
Subscribe now

Buy Now

Price includes VAT (Germany)

Instant access to the full article PDF.

Fig. 1.
Fig. 2.
Fig. 3.
Scheme

REFERENCES

  1. Jakubke, H.-D. and Jeschkeit, H., Amino Acids, Peptides, and Proteins: An Introduction, New York : Wiley, 1977.

  2. Khazova, O.A., Aminokisloty (Amino Acids), Moscow: Predtecha, 2010.

  3. Fürst, P. and Stehle, P., J. Nutr., 2004, vol. 134, p. 1558. https://doi.org/10.1093/jn/134.6.1558S

    Article  Google Scholar 

  4. Almeida, M.C., Resende, D.I.S.P., da Costa, P.M., Pinto, M.M.M., and Sousa, E., Eur. J. Med. Chem., 2021, vol. 209, p. 112945. https://doi.org/10.1016/j.ejmech.2020.112945

    Article  CAS  PubMed  Google Scholar 

  5. Mashkovskii, M.D., Lekarstvennyye sredstva (Medicines), Kharkov: Torsing, 1997, vol. 2.

  6. Mudarisova, R.Kh., Kukovinets, O.S., Kolesov, S.V., and Novoselov, I.V., Russ. J. Phys. Chem. A, 2021, vol. 95, no. 9, p. 1835. https://doi.org/10.1134/S003602442109017X

    Article  CAS  Google Scholar 

  7. Mudarisova, R.Kh., Vakul’skaya, A.A., Kukovinets, O.S., and Kolesov, S.V., Vestn. Bash. Univ., 2022, vol. 27, no. 1, p. 51. https://doi.org/10.33184/bulletin-bsu-2022.1.9

    Article  Google Scholar 

  8. Jahed, V., Vasheghani-Farahani, E., Bagheri, F., Zarrabi, A., Jensen, H.H., and Larsen, K.L., Nanomedicine: Nanotechnology. Biology and Medicine, 2020, vol. 27, p. 102217. https://doi.org/10.1016/j.nano.2020.102217

    Article  CAS  PubMed  Google Scholar 

  9. Morris, V.B. and Sharma, C.P., Int. J. Pharm., 2010, vol. 389, p. 176. https://doi.org/10.1016/j.ijpharm.2010.01.037

    Article  CAS  PubMed  Google Scholar 

  10. Ghaffari, S.B., Sarrafzadeh, M.H., Salami, M., and Khorramizadeh, M.R., Int. J. Biol. Macromol., 2020, vol. 151, p. 428. https://doi.org/10.1016/j.ijbiomac.2020.02.141

    Article  CAS  PubMed  Google Scholar 

  11. Liu, L.S., Fishman, M.L., and Hicks, K.B., Cellulose, 2007, vol. 14, p. 15. https://doi.org/10.1007/s10570-006-9095-7

    Article  CAS  Google Scholar 

  12. Wang, Y., Han, Q., Wang, Yi., Qin, D., Luo, Q., and Zhang, H., Colloids and Surfaces A, 2020, vol. 597, p. 1. https://doi.org/10.1016/j.colsurfa.2020.124763

    Article  CAS  Google Scholar 

  13. George, D., Maheswari, P.U., and Begum, K.M.M.S., Carbohydrate Polymers, 2020, vol. 236, p. 116101. https://doi.org/10.1016/j.carbpol.2020.116101

    Article  CAS  PubMed  Google Scholar 

  14. Yan, C., Liang, N., Li, Q., Yan, P., and Sun, S., Carbohydrate Polymers, 2019, vol. 216, p. 129. https://doi.org/10.1016/j.carbpol.2019.04.024

    Article  CAS  PubMed  Google Scholar 

  15. Do, N.H.N., Truong, Q.T., Le, P.K., and Ha, A.C., Carbohydrate Polymers, 2022, vol. 294, p. 119726. https://doi.org/10.1016/j.carbpol.2022.119726

    Article  CAS  PubMed  Google Scholar 

  16. Jantrawut, P., Bunrueangtha, J., Suerthong, J., and Kantrong, N., Materials, 2019, vol. 12, p. 1628. https://doi.org/10.3390/ma12101628

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  17. Zhao, B., Li, L., Lv, X., Du, J., Gu, Z., Li, Z., Cheng, L., Li, C., and Hong, Y., J. Controlled Release, 2022, vol. 349, p. 662. https://doi.org/10.1016/j.jconrel.2022.07.024

    Article  CAS  Google Scholar 

  18. Vanoli, V., Delleani, S., Casalegno, M., Pizzetti, F., Makvandi, P., Haugen, H., Mele, A., Rossi, F., and Castiglione, F., Carbohydrate Polymers, 2023, vol. 301, p. 120309. https://doi.org/10.1016/j.carbpol.2022.120309

    Article  CAS  PubMed  Google Scholar 

  19. Li, D., Li, J., Dong, H., Li, X., Zhang, J., Ramaswamy, S., and Xu, F., Int. J. Biol. Macromol., 2021, vol. 185, p. 49. https://doi.org/10.1016/j.ijbiomac.2021.06.088

    Article  CAS  PubMed  Google Scholar 

  20. Espinoza, C.L., Carvajal-Millán, E., BalandránQuintana, R., López-Franco, Y., and Rascón-Chu, A., Molecules, 2018, vol. 23, p. 942. https://doi.org/10.3390/molecules23040942

    Article  CAS  Google Scholar 

  21. Noreen, A., Nazlic, Z., Akram, J., Rasul, I., Mansha, A., Yaqoob, N., Iqbal, R., Tabasum, S., Zuber, M., and Zia, K., Int. J. Biol. Macromol., 2017, vol. 101, p. 254. https://doi.org/10.1016/j.ijbiomac.2017.03.029

    Article  CAS  PubMed  Google Scholar 

  22. Mudarisova, R., Kukovinets, O., Sagitova, A., and Novoselov, I., Biointerface Res. Appl. Chem., 2023, vol. 13, p. 211. https://doi.org/10.33263/BRIAC133.210

    Article  Google Scholar 

  23. Zaitseva, O., Khudyakov, A., Sergushkina, M., Solomina, O., and Polezhaeva, T., Fitoterapia, 2020, vol. 146, p. 104676. https://doi.org/10.1016/j.fitote.2020.104676

    Article  CAS  PubMed  Google Scholar 

  24. Villicaña-Molina, E., Pacheco-Contreras, E., Aguilar-Reyes, E.A., and León-Patiño, C.A., Int. J. Polym. Mater. Polym. Biomater., 2020, vol. 69, p. 467. https://doi.org/10.1080/00914037.2019.1581199

    Article  CAS  Google Scholar 

  25. Tian, L., Singh, A., and Singh, A.V., Int. J. Biol. Macromol., 2020, vo1. 53, p. 533. https://doi.org/10.1016/j.ijbiomac.2020.02.313

  26. Wu, D., Zheng, J., Hu, W., Zheng, X., He, Q., Linhardt, R.J., Ye, X., and Chen, S., Carbohydrate Polymers, 2020, vol. 245, p. 116526. https://doi.org/10.1016/j.carbpol.2020.116526

    Article  CAS  PubMed  Google Scholar 

  27. Andrews, L.J. and Keefer, R.M., Cao, J., Yang, J., Wang, Z., Lu, M., and Yue, K., Carbohydrate Polymers, 2020, vol. 247, p. 116742. https://doi.org/10.1016/j.carbpol.2020.116742

    Article  CAS  Google Scholar 

  28. Molecular Complexes in Organic Chemistry, San Francisco: Holden-Day, 1964.

  29. Bulatov, M.I. and Kalinkin, I.P., Prakticheskoye rukovodstvo po fotometricheskim metodam analiza (Practical Guide to Photometric Methods of Analysis), Leningrad: Khimiya, 1986.

  30. Ross, P.D. and Subramanian, S., Biochemistry, 1981, vol. 20, p. 3096.

    Article  CAS  PubMed  Google Scholar 

  31. Donchenko, L.V., Tekhnologiya pektinov i pektinoproduktov (Technology of Pectins and Pectin Products), Moscow: DeLi, 2000.

Download references

Funding

The work was carried out within the framework of the Program of Fundamental scientific research of state academies for 2022–2024, and also the state task “Development of fundamental principles for controlling the structure of polymers and process kinetics in catalytic polymerization, directed modification of synthetic and biogenic polymers, and production of polymer systems for biomedical applications” (no. 1021062311391-0-1.4.4) using the equipment of the Center for Collective Use “Chemistry” of the Ufa Institute of Chemistry of the Russian Academy of Sciences and the Regional Center for Collective Use “Agidel” of the Ufa Federal Research Center of the Russian Academy of Sciences.

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to R. Kh. Mudarisova.

Ethics declarations

No conflict of interest was declared by the authors.

Supplementary information

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Mudarisova, R.K., Kukovinets, O.S. & Kolesov, S.V. Structural Features of the Apple Pectin Complex Formation with Imidazole and L-Histidine Methyl Ester. Russ J Gen Chem 93, 1122–1129 (2023). https://doi.org/10.1134/S1070363223050122

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S1070363223050122

Keywords:

Navigation