{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,4,18]],"date-time":"2026-04-18T01:28:36Z","timestamp":1776475716074,"version":"3.51.2"},"reference-count":40,"publisher":"Wiley","issue":"38","license":[{"start":{"date-parts":[[2009,8,20]],"date-time":"2009-08-20T00:00:00Z","timestamp":1250726400000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Chemistry A European J"],"published-print":{"date-parts":[[2009,9,28]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>The outer core (OC) region of <jats:italic>Yersinia enterocolitica<\/jats:italic> serotype O:3 lipopolysaccharide is a hexasaccharide essential for the integrity of the outer membrane. It is involved in resistance against cationic antimicrobial peptides and plays a role in virulence during early phases of infection. We show here that the proximal residue of the OC hexasaccharide is a rarely encountered 4\u2010keto\u2010hexosamine, 2\u2010acetamido\u20102,6\u2010dideoxy\u2010<jats:sc>D<\/jats:sc>\u2010<jats:italic>xylo<\/jats:italic>\u2010hex\u20104\u2010ulopyranose (Sug<jats:italic>p<\/jats:italic>) and that WbcP is a UDP\u2010GlcNAc\u20104,6\u2010dehydratase enzyme responsible for the biosynthesis of the nucleotide\u2010activated form of this rare sugar converting UDP\u20102\u2010acetamido\u20102\u2010deoxy\u2010<jats:sc>D<\/jats:sc>\u2010glucopyranose (UDP\u2010<jats:sc>D<\/jats:sc>\u2010Glc<jats:italic>p<\/jats:italic>NAc) to UDP\u20102\u2010acetamido\u20102,6\u2010dideoxy\u2010<jats:sc>D<\/jats:sc>\u2010<jats:italic>xylo<\/jats:italic>\u2010hex\u20104\u2010ulopyranose (UDP\u2010 Sug<jats:italic>p<\/jats:italic>). In an aqueous environment, the 4\u2010keto group of this sugar was present in the 4\u2010dihydroxy form, due to hydration. Furthermore, evidence is provided that the axial 4\u2010hydroxy group of this dihydroxy function was crucial for the biological role of the OC, that is, in the bacteriophage and enterocoliticin receptor structure and in the epitope of a monoclonal antibody.<\/jats:p>","DOI":"10.1002\/chem.200901255","type":"journal-article","created":{"date-parts":[[2009,8,20]],"date-time":"2009-08-20T07:54:21Z","timestamp":1250754861000},"page":"9747-9754","source":"Crossref","is-referenced-by-count":29,"title":["Identification and Role of a 6\u2010Deoxy\u20104\u2010Keto\u2010Hexosamine in the Lipopolysaccharide Outer Core of <i>Yersinia enterocolitica<\/i> Serotype O:3"],"prefix":"10.1002","volume":"15","author":[{"given":"Elise","family":"Pinta","sequence":"first","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Katarzyna\u2005A.","family":"Duda","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Anna","family":"Hanuszkiewicz","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Zbigniew","family":"Kaczy\u0144ski","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Buko","family":"Lindner","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Wayne\u2005L.","family":"Miller","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Heidi","family":"Hyyti\u00e4inen","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Christian","family":"Vogel","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Sabine","family":"Borowski","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Katarzyna","family":"Kasperkiewicz","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Joseph\u2005S.","family":"Lam","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Joanna","family":"Radziejewska\u2010Lebrecht","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Mikael","family":"Skurnik","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Otto","family":"Holst","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"311","published-online":{"date-parts":[[2009,9,23]]},"reference":[{"key":"e_1_2_6_1_2","doi-asserted-by":"publisher","DOI":"10.1016\/B978-044451967-2\/00004-0"},{"key":"e_1_2_6_2_2","doi-asserted-by":"publisher","DOI":"10.1016\/S0065-2318(08)60152-3"},{"key":"e_1_2_6_3_2","first-page":"93","volume-title":"Endotoxin in Health and Disease","author":"Z\u00e4hringer U.","year":"1999"},{"key":"e_1_2_6_4_2","doi-asserted-by":"publisher","DOI":"10.1111\/j.1574-6968.2007.00708.x"},{"key":"e_1_2_6_5_2","doi-asserted-by":"publisher","DOI":"10.4052\/tigg.14.87"},{"key":"e_1_2_6_6_2","first-page":"115","volume-title":"Endotoxin in Health and Disease","author":"Holst O.","year":"1999"},{"key":"e_1_2_6_7_2","first-page":"1325","volume":"59","author":"Knirel Y. 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