Proteinase resistance of carnosine, pyrrolylcarnosine, and salicylcarnosine

Cover Page

Cite item

Full Text

Open Access Open Access
Restricted Access Access granted
Restricted Access Subscription Access

Abstract

The stability of carnosine, pyrrolylcarnosine (PC) and salicylcarnosine (SC) to the action of leucine aminopeptidase, carboxypeptidases B and Y was evaluated. It was found that proteolysis of carnosine, PC and SC under the action of leucine aminopeptidase does not occur. Carboxypeptidases B and Y, as well as the enzyme system of blood plasma and plasma membranes of rat brain cells, degraded peptides containing β-alanyl, N-pyrrolyl, N-salicylic fragments to varying degrees. In all cases, histidine is formed. The formation of pyrrole or salicylic acid does not occur. It was found that carnosine, PC and SC showed high stability to the action of amino- and carboxypeptidases in in vitro experiments.

Full Text

Restricted Access

About the authors

K. V. Shevchenko

National Research Centre “Kurchatov Institute”

Author for correspondence.
Email: ATCarma@mail.ru
Russian Federation, 123182, Moscow, pl. Kurchatova 2

I. Yu. Nagaev

National Research Centre “Kurchatov Institute”

Email: ATCarma@mail.ru
Russian Federation, 123182, Moscow, pl. Kurchatova 2

O. I. Kulikova

Research Center of Neurology

Email: ATCarma@mail.ru
Russian Federation, 125367, Moscow, Volokolamskoe shosse 80

S. L. Stvolinsky

Research Center of Neurology

Email: ATCarma@mail.ru
Russian Federation, 125367, Moscow, Volokolamskoe shosse 80

V. P. Shevchenko

National Research Centre “Kurchatov Institute”

Email: ATCarma@mail.ru
Russian Federation, 123182, Moscow, pl. Kurchatova 2

N. F. Myasoedov

National Research Centre “Kurchatov Institute”

Email: ATCarma@mail.ru
Russian Federation, 123182, Moscow, pl. Kurchatova 2

References

  1. Agyei D., Ahmed I., Akram Z., Iqbal H.M.N., Danquah M.K. // Protein Pept. Lett. 2017. V. 24. P. 94–101. https://doi.org/10.2174/0929866523666161222150444
  2. Boldyrev A.A., Aldini G., Derave W. // Physiol. Rev. 2013. V. 93. P. 1803–1845. https://doi.org/10.1152/physrev.00039.2012
  3. Hipkiss A.R. // In: Advances in Food and Nutrition Research / Ed. Taylor S.L. Burlington: Academic Press, 2009. V. 57. P. 87–154.
  4. Bellia F., Vecchio G., Rizzarelli E. // Molecules. 2014. V. 19. P. 2299–2329. https://doi.org/10.3390/molecules19022299
  5. Танашян М.М., Федорова Т.Н., Стволинский С.Л., Андреева Л.А., Нагаев И.Ю., Мигулин В.А., Шаба- лина А.А., Трубицына И.Е., Лопачев А.В., Куликова О.И., Абаимов Д.А. // Патент RU 2694061 C1, опубл. 09.07.2019.
  6. Федорова Т.Н., Стволинский С.Л., Мигулин В.А., Лопачев А.В., Хуторова А.В., Куликова О.И., Музы- чук О.А., Абаимов Д.А. // Патент RU 2777391 С1, опубл. 03.08.2022.
  7. Baltazar M.T., Dinis-Oliveira R.J., Duarte J.A., Bastos M.L., Carvalho F. // Curr. Med. Chem. 2011. V. 18. P. 3252–3264. https://doi.org/10.2174/092986711796391552
  8. Bhardwaj V., Gumber D., Abbot V., Dhimana S., Shar- ma P. // RSC Adv. 2015. V. 5. P. 15233–15266. https://doi.org/10.1039/C4RA15710A
  9. Pegova A., Abe H., Boldyrev A. // Comp. Biochem. Physiol. B Biochem. Mol. Biol. 2000. V. 127. P. 443–446. https://doi.org/10.1016/S0305-0491(00)00279-0
  10. Шевченко К.В., Нагаев И.Ю., Андреева Л.А., Шевченко В.П., Мясоедов Н.Ф. // Биомед. химия. 2019. Т. 65. № 3. С. 180–201. [Shevchenko K.V., Nagaev I.Yu., Andreeva L.A., Shevchenko V.P., Myasoedov N.F. // Biochem. Moscow Suppl. Ser. B Biomed. Chem. 2019. V. 13. P. 179–201.] https://doi.org/10.1134/S1990750819030089
  11. Овчинников Ю.А. // Биоорганическая химия. М.: Просвещение, 1987.

Supplementary files

Supplementary Files
Action
1. JATS XML
Download
2. Scheme 1. Structural formulas of carnosine (β-alanyl-L-histidine), pyrrolylcarnosine ([3-(N-pyrrolyl)-propanoyl-L-histidine]) and salicylcarnosine ([3-(N-salicyl)-propanoyl-L-histidine]).

Download (139KB)
Indexing metadata
3. Fig. 1. Chromatogram of the PC reaction mixture in the presence of carboxypeptidase B after 24 hours of incubation. PC (retention time 6.80 min), [M + H]+ – 277.2, metabolite (retention time 9.65 min), [M + H]+ – 140.1.

Download (127KB)
Indexing metadata

Copyright (c) 2024 Russian Academy of Sciences