{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,29]],"date-time":"2026-09-29T11:47:46Z","timestamp":1790682466013,"version":"4.1.0"},"reference-count":50,"publisher":"Wiley","issue":"72","license":[{"start":{"date-parts":[[2018,11,26]],"date-time":"2018-11-26T00:00:00Z","timestamp":1543190400000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"funder":[{"name":"French National Centre for Scientific Research CNRS"},{"name":"Ouest Valorisation technology transfer company"},{"name":"French Ministry for Higher Education and Research"}],"content-domain":{"domain":["chemistry-europe.onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Chemistry A European J"],"published-print":{"date-parts":[[2018,12,20]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>FleA (or AFL), a fucose lectin, was recently identified in the opportunistic mold <jats:italic>Aspergillus fumigatus<\/jats:italic>, which causes fatal lung infections in immunocompromised patients. We designed di\u2010, hexa\u2010 and octavalent fucosides with various spacer arm lengths to block the hexameric FleA through chelation. Microcalorimetry measurements showed that the ethylene glycol (EG) spacer arm length has a strong influence on the binding affinity of the divalent fucosides. The relationship between the EG length and chelate binding efficiency to FleA was explored according to polymer theory. Hexa\u2010 and octavalent compounds based on cyclodextrin and octameric silsesquioxane scaffolds were nanomolar FleA inhibitors, surpassing their monovalent fucose analogue by more than three orders of magnitude. Importantly, some of the fucosides were highly efficient in preventing fungal spore adhesion to bronchoepithelial cells, with half maximal inhibitory concentration values in the micromolar range. We propose that the synergistic antiadhesive effect observed can be ascribed to chelate binding to FleA and to the formation of conidium aggregates, as observed by optical microscopy. These fucosides are promising tools that can be used to better understand the role of FleA in conidia pathogenicity and host defenses against invasive aspergillosis.<\/jats:p>","DOI":"10.1002\/chem.201803602","type":"journal-article","created":{"date-parts":[[2018,10,2]],"date-time":"2018-10-02T09:36:34Z","timestamp":1538472994000},"page":"19243-19249","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":23,"title":["Multivalent Fucosides with Nanomolar Affinity for the <i>Aspergillus fumigatus<\/i> Lectin FleA Prevent Spore Adhesion to Pneumocytes"],"prefix":"10.1002","volume":"24","author":[{"given":"Victor","family":"Lehot","sequence":"first","affiliation":[{"name":"LUNAM Universit\u00e9 CEISAM UMR CNRS 6230 UFR des Sciences et des Techniques  2 rue de la Houssini\u00e8re, BP 92208 44322 Nantes Cedex 3 France"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Yoan","family":"Brissonnet","sequence":"additional","affiliation":[{"name":"LUNAM Universit\u00e9 CEISAM UMR CNRS 6230 UFR des Sciences et des Techniques  2 rue de la Houssini\u00e8re, BP 92208 44322 Nantes Cedex 3 France"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Christophe","family":"Dussouy","sequence":"additional","affiliation":[{"name":"LUNAM Universit\u00e9 CEISAM UMR CNRS 6230 UFR des Sciences et des Techniques  2 rue de la Houssini\u00e8re, BP 92208 44322 Nantes Cedex 3 France"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Sami","family":"Brument","sequence":"additional","affiliation":[{"name":"LUNAM Universit\u00e9 CEISAM UMR CNRS 6230 UFR des Sciences et des Techniques  2 rue de la Houssini\u00e8re, BP 92208 44322 Nantes Cedex 3 France"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Aurore","family":"Cabanettes","sequence":"additional","affiliation":[{"name":"Univ. 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