Proteinase resistance of carnosine, pyrrolylcarnosine, and salicylcarnosine

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Resumo

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.

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Sobre autores

K. Shevchenko

National Research Centre “Kurchatov Institute”

Autor responsável pela correspondência
Email: ATCarma@mail.ru
Rússia, 123182, Moscow, pl. Kurchatova 2

I. Nagaev

National Research Centre “Kurchatov Institute”

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

O. Kulikova

Research Center of Neurology

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

S. Stvolinsky

Research Center of Neurology

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

V. Shevchenko

National Research Centre “Kurchatov Institute”

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

N. Myasoedov

National Research Centre “Kurchatov Institute”

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

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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]).

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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.

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