New synthesis of oligosaccharides modelling the M epitope of the Brucella O-polysaccharide.

Autor: Tsvetkov YE; Laboratory of Glycoconjugate Chemistry, N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia., Volkov TM; Laboratory of Glycoconjugate Chemistry, N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia., Eremin SA; Faculty of Chemistry, M.V. Lomonosov Moscow State University, Moscow, Russia., Sklyarov OD; Russian State Centre of Quality and Standardization of Veterinary Drugs and Feeds, Moscow, Russia., Kulakov YK; Laboratory of Brucellosis, N.F.Gamaleya National Research Center of Epidemiology and Microbiology, Moscow, Russia., Krylov VB; Laboratory of Glycoconjugate Chemistry, N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia.; Laboratory of Synthetic Glycovaccines, N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia., Nifantiev NE; Laboratory of Glycoconjugate Chemistry, N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia.
Jazyk: angličtina
Zdroj: Frontiers in chemistry [Front Chem] 2024 Jun 21; Vol. 12, pp. 1424157. Date of Electronic Publication: 2024 Jun 21 (Print Publication: 2024).
DOI: 10.3389/fchem.2024.1424157
Abstrakt: Brucellosis is a dangerous zoonotic disease caused by bacteria of the genus Brucella . Diagnosis of brucellosis is based on the detection in animal and human sera of antibodies to the O-polysaccharide of Brucella lipopolysaccharide. The currently employed serodiagnosis of brucellosis relies on the use of the Brucella O-polysaccharide as a diagnostic antigen. However, the existence of bacterial species, which also express O-polysaccharides structurally similar to that of Brucella , may decrease the specificity of the brucellosis detection due to false-positive test results. It has been shown that the efficiency of the test can be significantly improved by using synthetic oligosaccharides that correspond to the so-called M epitope of the Brucella O-antigen. This epitope is characterized by an α-(1→3)-linkage between d-perosamine units and is unique to Brucella . Here we report on an efficient approach to the synthesis of oligosaccharides that model the M epitope of the Brucella O-polysaccharide. The approach is based on the use of the α-(1→3)-linked disaccharide thioglycoside as the key donor block. Its application allowed the straightforward assembly of a set of four protected oligosaccharides, which includes a disaccharide, two trisaccharides, and a tetrasaccharide, in five glycosylation steps. The synthesized oligosaccharides are planned to be used in the development of diagnostic tools for identifying brucellosis in humans and domestic animals, as well as a potential vaccine against it.
Competing Interests: The authors declare that the research was conducted in the absence of any commercial or financial relationships that could be construed as a potential conflict of interest. The author(s) declared that they were an editorial board member of Frontiers, at the time of submission. This had no impact on the peer review process and the final decision.
(Copyright © 2024 Tsvetkov, Volkov, Eremin, Sklyarov, Kulakov, Krylov and Nifantiev.)
Databáze: MEDLINE
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