{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,5,1]],"date-time":"2026-05-01T21:53:10Z","timestamp":1777672390176,"version":"3.51.4"},"reference-count":35,"publisher":"Frontiers Media SA","license":[{"start":{"date-parts":[[2024,6,21]],"date-time":"2024-06-21T00:00:00Z","timestamp":1718928000000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"content-domain":{"domain":["frontiersin.org"],"crossmark-restriction":true},"short-container-title":["Front. Chem."],"abstract":"<jats:p>Brucellosis is a dangerous zoonotic disease caused by bacteria of the genus <jats:italic>Brucella<\/jats:italic>. Diagnosis of brucellosis is based on the detection in animal and human sera of antibodies to the O-polysaccharide of <jats:italic>Brucella<\/jats:italic> lipopolysaccharide. The currently employed serodiagnosis of brucellosis relies on the use of the <jats:italic>Brucella<\/jats:italic> O-polysaccharide as a diagnostic antigen. However, the existence of bacterial species, which also express O-polysaccharides structurally similar to that of <jats:italic>Brucella<\/jats:italic>, 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 <jats:italic>Brucella<\/jats:italic> O-antigen. This epitope is characterized by an \u03b1-(1\u21923)-linkage between <jats:sc>d<\/jats:sc>-perosamine units and is unique to <jats:italic>Brucella<\/jats:italic>. Here we report on an efficient approach to the synthesis of oligosaccharides that model the M epitope of the <jats:italic>Brucella<\/jats:italic> O-polysaccharide. The approach is based on the use of the \u03b1-(1\u21923)-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.<\/jats:p>","DOI":"10.3389\/fchem.2024.1424157","type":"journal-article","created":{"date-parts":[[2024,6,21]],"date-time":"2024-06-21T05:06:28Z","timestamp":1718946388000},"update-policy":"https:\/\/doi.org\/10.3389\/crossmark-policy","source":"Crossref","is-referenced-by-count":8,"title":["New synthesis of oligosaccharides modelling the M epitope of the Brucella O-polysaccharide"],"prefix":"10.3389","volume":"12","author":[{"given":"Yury E.","family":"Tsvetkov","sequence":"first","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Timur M.","family":"Volkov","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Sergei A.","family":"Eremin","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Oleg D.","family":"Sklyarov","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Yuri K.","family":"Kulakov","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Vadim B.","family":"Krylov","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Nikolay E.","family":"Nifantiev","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"1965","published-online":{"date-parts":[[2024,6,21]]},"reference":[{"key":"B1","doi-asserted-by":"publisher","first-page":"3255","DOI":"10.1039\/c4ob02634a","article-title":"Convergent synthesis of isomeric heterosaccharides related to the fragments of galactomannan from Aspergillus fumigatus","volume":"13","author":"Argunov","year":"2015","journal-title":"Org. 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