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In this study, we prepared and tested example mono- and disaccharides 6-substituted with either phosphorylcholine or phosphoethanolamine as bovine serum albumin neoglycoconjugates or printed in a microarray format for subsequent assessment of their binding to lectins, pentraxins, and antibodies. C-Reactive protein and anti-phosphorylcholine antibodies bound specifically to ligands with phosphorylcholine, but recognition by concanavalin A was abolished or decreased as compared with\u00a0that\u00a0to the corresponding nonzwitterionic compounds. Furthermore, in array format, the phosphorylcholine-modified ligands were recognized by IgG and IgM in sera of either non-infected or nematode-infected dogs and pigs. Thereby, these new compounds are defined ligands which allow the assessment of glycan-bound phosphorylcholine as a target of both the innate and adaptive immune systems in mammals.<\/jats:p>","DOI":"10.1021\/acschembio.9b00794","type":"journal-article","created":{"date-parts":[[2020,1,14]],"date-time":"2020-01-14T13:48:12Z","timestamp":1579009692000},"page":"369-377","source":"Crossref","is-referenced-by-count":9,"title":["Zwitterionic Phosphodiester-Substituted Neoglycoconjugates\nas Ligands for Antibodies and Acute Phase Proteins"],"prefix":"10.1021","volume":"15","author":[{"given":"Karell Pe\u0301rez","family":"Labrada","sequence":"first","affiliation":[{"name":"University of Natural Resources and Life Sciences , , Muthgasse 18 , ,","place":["Vienna, Austria, A-1190"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-4322-6766","authenticated-orcid":true,"given":"Sebastian","family":"Strobl","sequence":"additional","affiliation":[{"name":"University of Natural Resources and Life Sciences , , Muthgasse 18 , ,","place":["Vienna, Austria, A-1190"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Barbara","family":"Eckmair","sequence":"additional","affiliation":[{"name":"University of Natural Resources and Life Sciences , , Muthgasse 18 , ,","place":["Vienna, Austria, A-1190"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Markus","family":"Blaukopf","sequence":"additional","affiliation":[{"name":"University of Natural Resources and Life Sciences , , Muthgasse 18 , ,","place":["Vienna, Austria, A-1190"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Zuzanna","family":"Dutkiewicz","sequence":"additional","affiliation":[{"name":"University of Natural Resources and Life Sciences , , Muthgasse 18 , ,","place":["Vienna, Austria, A-1190"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Alba","family":"Hykollari","sequence":"additional","affiliation":[{"name":"University of Natural Resources and Life Sciences , , Muthgasse 18 , ,","place":["Vienna, Austria, A-1190"]},{"name":"University of Veterinary Medicine , , Veterina\u0308rplatz 1 , ,","place":["Vienna, Austria, A-1210"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Daniel","family":"Malzl","sequence":"additional","affiliation":[{"name":"University of Natural Resources and Life Sciences , , Muthgasse 18 , ,","place":["Vienna, Austria, A-1190"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-3594-7136","authenticated-orcid":true,"given":"Katharina","family":"Paschinger","sequence":"additional","affiliation":[{"name":"University of Natural Resources and Life Sciences , , Muthgasse 18 , ,","place":["Vienna, Austria, A-1190"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Shi","family":"Yan","sequence":"additional","affiliation":[{"name":"University of Veterinary Medicine , , Veterina\u0308rplatz 1 , ,","place":["Vienna, Austria, A-1210"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-8996-1518","authenticated-orcid":true,"given":"Iain B. 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Cell Res."},{"key":"2026090302075712100_cit3","doi-asserted-by":"publisher","DOI":"10.1007\/s10719-019-09874-2","article-title":"Anionic and zwitterionic\nmoieties as widespread glycan\nmodifications in non-vertebrates","author":"Paschinger","year":"2019","journal-title":"Glycoconjugate\nJ."},{"key":"2026090302075712100_cit4","doi-asserted-by":"publisher","first-page":"562","DOI":"10.1093\/glycob\/cwz035","article-title":"Site-specific glycoproteomic\ncharacterization\nof ES-62: The major secreted product of the parasitic worm Acanthocheilonema viteae","volume":"29","author":"North","year":"2019","journal-title":"Glycobiology"},{"key":"2026090302075712100_cit5","doi-asserted-by":"publisher","first-page":"418","DOI":"10.1016\/j.bbagen.2016.10.011","article-title":"Gender and\ndevelopmental specific\nN-glycomes of the porcine parasite Oesophagostomum dentatum","volume":"1861","author":"Jime\u0301nez-Castells","year":"2017","journal-title":"Biochim. Biophys. Acta, Gen. 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Recognit."},{"key":"2026090302075712100_cit33","doi-asserted-by":"publisher","first-page":"567","DOI":"10.1016\/0003-2697(87)90490-8","article-title":"Preparation\nof phosphorylcholine derivatives of bovine serum albumin and their\napplication to the affinity chromatography of C-reactive protein","volume":"161","author":"Stults","year":"1987","journal-title":"Anal. Biochem."},{"key":"2026090302075712100_cit34","doi-asserted-by":"publisher","first-page":"4518","DOI":"10.1021\/ja000068e","article-title":"Synergistic\nformation of soluble lectin clusters by a templated multivalent saccharide\nligand","volume":"122","author":"Burke","year":"2000","journal-title":"J. Am. Chem. 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