{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,30]],"date-time":"2026-09-30T13:38:16Z","timestamp":1790775496355,"version":"4.1.0"},"reference-count":44,"publisher":"MDPI AG","issue":"12","license":[{"start":{"date-parts":[[2019,6,18]],"date-time":"2019-06-18T00:00:00Z","timestamp":1560816000000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"name":"National Research and Development and Innovation Office of Hungary","award":["K119509"],"award-info":[{"award-number":["K119509"]}]},{"name":"National Research and Development and Innovation Office of Hungary","award":["T\u00c9T_15_IN-1-2016-0071"],"award-info":[{"award-number":["T\u00c9T_15_IN-1-2016-0071"]}]},{"name":"EU and the European Regional Development Fund","award":["GINOP-2.3.2-15-2016-00008"],"award-info":[{"award-number":["GINOP-2.3.2-15-2016-00008"]}]},{"DOI":"10.13039\/501100003825","name":"Hungarian Academy of Sciences","doi-asserted-by":"publisher","award":["J\u00e1nos Bolyai Fellowship"],"award-info":[{"award-number":["J\u00e1nos Bolyai Fellowship"]}],"id":[{"id":"10.13039\/501100003825","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100005881","name":"Ministry of Human Capacities","doi-asserted-by":"publisher","award":["New National Excellence Program, \u00daNKP-18-4, Bolyai +"],"award-info":[{"award-number":["New National Excellence Program, \u00daNKP-18-4, Bolyai +"]}],"id":[{"id":"10.13039\/501100005881","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100001824","name":"Czech Science Foundation","doi-asserted-by":"publisher","award":["15-17572S"],"award-info":[{"award-number":["15-17572S"]}],"id":[{"id":"10.13039\/501100001824","id-type":"DOI","asserted-by":"publisher"}]},{"name":"Ministry of Education, Youth and Sports","award":["CIISB research infrastructure LM2015043"],"award-info":[{"award-number":["CIISB research infrastructure LM2015043"]}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Molecules"],"abstract":"<jats:p>Series of multivalent \u03b1-l-fucoside containing glycoclusters and variously decorated l-fucosides were synthesized to find potential inhibitors of fucose-specific lectins and study the structure-binding affinity relationships. Tri- and tetravalent fucoclusters were built using copper-mediated azide-alkyne click chemistry. Series of fucoside monomers and dimers were synthesized using various methods, namely glycosylation, an azide-alkyne click reaction, photoinduced thiol-en addition, and sulfation. The interactions between compounds with six fucolectins of bacterial or fungal origin were tested using a hemagglutination inhibition assay. As a result, a tetravalent, \u03b1-l-fucose presenting glycocluster showed to be a ligand that was orders of magnitude better than a simple monosaccharide for tested lectins in most cases, which can nominate it as a universal ligand for studied lectins. This compound was also able to inhibit the adhesion of Pseudomonas aeruginosa cells to human epithelial bronchial cells. A trivalent fucocluster with a protected amine functional group also seems to be a promising candidate for designing glycoconjugates and chimeras.<\/jats:p>","DOI":"10.3390\/molecules24122262","type":"journal-article","created":{"date-parts":[[2019,6,19]],"date-time":"2019-06-19T02:42:46Z","timestamp":1560912166000},"page":"2262","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":9,"title":["Investigation of the Binding Affinity of a Broad Array of l-Fucosides with Six Fucose-Specific Lectins of Bacterial and Fungal Origin"],"prefix":"10.3390","volume":"24","author":[{"ORCID":"https:\/\/orcid.org\/0000-0001-5260-7486","authenticated-orcid":false,"given":"Son","family":"Thai Le","sequence":"first","affiliation":[{"name":"Department of Pharmaceutical Chemistry, University of Debrecen, Egyetem t\u00e9r 1, H-4032 Debrecen, Hungary"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-4211-3033","authenticated-orcid":false,"given":"Lenka","family":"Malinovska","sequence":"additional","affiliation":[{"name":"Central European Institute of Technology, Masaryk University, Kamenice 5, 625 00 Brno, Czech Republic"},{"name":"National Centre for Biomolecular Research, Faculty of Science, Masaryk University, Kotl\u00e1\u0159sk\u00e1 2, 611 37 Brno, Czech Republic"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Michaela","family":"Va\u0161kov\u00e1","sequence":"additional","affiliation":[{"name":"Department of Biochemistry, Faculty of Science, Charles University, Albertov 2030, 128 40 Prague 2, Czech Republic"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Erika","family":"Mez\u0151","sequence":"additional","affiliation":[{"name":"Department of Pharmaceutical Chemistry, University of Debrecen, Egyetem t\u00e9r 1, H-4032 Debrecen, Hungary"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Viktor","family":"Kelemen","sequence":"additional","affiliation":[{"name":"Department of Pharmaceutical Chemistry, University of Debrecen, Egyetem t\u00e9r 1, H-4032 Debrecen, Hungary"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-8462-4547","authenticated-orcid":false,"given":"Anik\u00f3","family":"Borb\u00e1s","sequence":"additional","affiliation":[{"name":"Department of Pharmaceutical Chemistry, University of Debrecen, Egyetem t\u00e9r 1, H-4032 Debrecen, Hungary"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Petr","family":"Hodek","sequence":"additional","affiliation":[{"name":"Department of Biochemistry, Faculty of Science, Charles University, Albertov 2030, 128 40 Prague 2, Czech Republic"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Michaela","family":"Wimmerov\u00e1","sequence":"additional","affiliation":[{"name":"Central European Institute of Technology, Masaryk University, Kamenice 5, 625 00 Brno, Czech Republic"},{"name":"National Centre for Biomolecular Research, Faculty of Science, Masaryk University, Kotl\u00e1\u0159sk\u00e1 2, 611 37 Brno, Czech Republic"},{"name":"Department of Biochemistry, Faculty of Science, Masaryk University, Kotl\u00e1\u0159sk\u00e1 2, 611 37 Brno, Czech Republic"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Magdolna","family":"Cs\u00e1v\u00e1s","sequence":"additional","affiliation":[{"name":"Department of Pharmaceutical Chemistry, University of Debrecen, Egyetem t\u00e9r 1, H-4032 Debrecen, Hungary"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"1968","published-online":{"date-parts":[[2019,6,18]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","first-page":"918","DOI":"10.1164\/rccm.200304-505SO","article-title":"Pathophysiology and management of pulmonary infections in cystic fibrosis","volume":"168","author":"Gibson","year":"2003","journal-title":"Am. 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