{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,7,8]],"date-time":"2026-07-08T18:54:47Z","timestamp":1783536887744,"version":"3.55.0"},"reference-count":50,"publisher":"Royal Society of Chemistry (RSC)","issue":"14","content-domain":{"domain":["rsc.org"],"crossmark-restriction":true},"short-container-title":["Org. Biomol. Chem."],"abstract":"<p>\n                    An all \u03b1-linked\n                    <italic>Escherichia coli<\/italic>\n                    R3 outer core pentasaccharide was first synthesized. Its corresponding glycoconjugate can elicit specific anti-pentasaccharide antibodies with\n                    <italic>in vitro<\/italic>\n                    bactericidal activity.\n                  <\/p>","DOI":"10.1039\/c5ob00177c","type":"journal-article","created":{"date-parts":[[2015,3,3]],"date-time":"2015-03-03T10:01:42Z","timestamp":1425376902000},"page":"4321-4330","update-policy":"https:\/\/doi.org\/10.1039\/rsc_crossmark_policy","source":"Crossref","is-referenced-by-count":14,"title":["Chemical synthesis of the outer core oligosaccharide of Escherichia coli R3 and immunological evaluation"],"prefix":"10.1039","volume":"13","author":[{"given":"Wenjing","family":"Shang","sequence":"first","affiliation":[{"name":"National Glycoengineering Research Center and State Key Laboratory of Microbial Technology"},{"name":"Shandong University"},{"name":"Jinan"},{"name":"China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Zhongying","family":"Xiao","sequence":"additional","affiliation":[{"name":"Center for Diagnostics and Therapeutics"},{"name":"Department of Chemistry"},{"name":"Georgia State University"},{"name":"Atlanta"},{"name":"USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Zaikuan","family":"Yu","sequence":"additional","affiliation":[{"name":"Center for Diagnostics and Therapeutics"},{"name":"Department of Chemistry"},{"name":"Georgia State University"},{"name":"Atlanta"},{"name":"USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Na","family":"Wei","sequence":"additional","affiliation":[{"name":"Center for Diagnostics and Therapeutics"},{"name":"Department of Chemistry"},{"name":"Georgia State University"},{"name":"Atlanta"},{"name":"USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Guohui","family":"Zhao","sequence":"additional","affiliation":[{"name":"Center for Diagnostics and Therapeutics"},{"name":"Department of Chemistry"},{"name":"Georgia State University"},{"name":"Atlanta"},{"name":"USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Qing","family":"Zhang","sequence":"additional","affiliation":[{"name":"Center for Diagnostics and Therapeutics"},{"name":"Department of Chemistry"},{"name":"Georgia State University"},{"name":"Atlanta"},{"name":"USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Mohui","family":"Wei","sequence":"additional","affiliation":[{"name":"Center for Diagnostics and Therapeutics"},{"name":"Department of Chemistry"},{"name":"Georgia State University"},{"name":"Atlanta"},{"name":"USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Xuan","family":"Wang","sequence":"additional","affiliation":[{"name":"Center for Diagnostics and Therapeutics"},{"name":"Department of Chemistry"},{"name":"Georgia State University"},{"name":"Atlanta"},{"name":"USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Peng George","family":"Wang","sequence":"additional","affiliation":[{"name":"National Glycoengineering Research Center and State Key Laboratory of Microbial Technology"},{"name":"Shandong University"},{"name":"Jinan"},{"name":"China"},{"name":"Center for Diagnostics and Therapeutics"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Tiehai","family":"Li","sequence":"additional","affiliation":[{"name":"Center for Diagnostics and Therapeutics"},{"name":"Department of Chemistry"},{"name":"Georgia State University"},{"name":"Atlanta"},{"name":"USA"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"292","published-online":{"date-parts":[[2015]]},"reference":[{"key":"C5OB00177C-(cit1)\/*[position()=1]","first-page":"167","volume":"7","author":"Alexander","year":"2001","journal-title":"J. Endotoxin. Res."},{"key":"C5OB00177C-(cit2)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"169","DOI":"10.1038\/nri1004","volume":"3","author":"Beutler","year":"2003","journal-title":"Nat. Rev. Immunol."},{"key":"C5OB00177C-(cit3a)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"1407","DOI":"10.1016\/j.micinf.2003.10.003","volume":"5","author":"Rietschel","year":"2003","journal-title":"Microbes Infect."},{"key":"C5OB00177C-(cit3b)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"635","DOI":"10.1146\/annurev.biochem.71.110601.135414","volume":"71","author":"Raetz","year":"2002","journal-title":"Annu. Rev. Biochem."},{"key":"C5OB00177C-(cit3c)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"1","DOI":"10.1111\/jre.12081","volume":"49","author":"Ding","year":"2013","journal-title":"J. Periodontal Res."},{"key":"C5OB00177C-(cit4a)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"29","DOI":"10.1016\/j.micpath.2012.11.011","volume":"58","author":"Conde-Alvarez","year":"2013","journal-title":"Microb. Pathog."},{"key":"C5OB00177C-(cit4b)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"6262","DOI":"10.1021\/ja401164s","volume":"135","author":"Yang","year":"2013","journal-title":"J. Am. Chem. Soc."},{"key":"C5OB00177C-(cit4c)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"14255","DOI":"10.1021\/ja306274v","volume":"134","author":"Boltje","year":"2012","journal-title":"J. Am. Chem. Soc."},{"key":"C5OB00177C-(cit5a)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"418","DOI":"10.1038\/nchembio.351","volume":"6","author":"Woodward","year":"2010","journal-title":"Nat. Chem. Biol."},{"key":"C5OB00177C-(cit5b)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"5357","DOI":"10.1074\/jbc.M111.308486","volume":"287","author":"Han","year":"2012","journal-title":"J. Biol. Chem."},{"key":"C5OB00177C-(cit6a)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"535","DOI":"10.2174\/1385272003376184","volume":"4","author":"Hansson","year":"2000","journal-title":"Curr. Org. Chem."},{"key":"C5OB00177C-(cit6b)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"11305","DOI":"10.1002\/chem.201100396","volume":"17","author":"Durka","year":"2011","journal-title":"Chem. \u2013 Eur. J."},{"key":"C5OB00177C-(cit7)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"221","DOI":"10.1046\/j.1365-2958.1998.01063.x","volume":"30","author":"Heinrichs","year":"1998","journal-title":"Mol. Microbiol."},{"key":"C5OB00177C-(cit8)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"31237","DOI":"10.1074\/jbc.M401879200","volume":"279","author":"Kaniuk","year":"2004","journal-title":"J. Biol. Chem."},{"key":"C5OB00177C-(cit9)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"721","DOI":"10.1017\/S095026880700934X","volume":"136","author":"Gupta","year":"2008","journal-title":"Epidemiol. Infect."},{"key":"C5OB00177C-(cit10a)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"5982","DOI":"10.1046\/j.1432-1033.2002.03322.x","volume":"269","author":"Muller-Loennies","year":"2002","journal-title":"Eur. J. Biochem."},{"key":"C5OB00177C-(cit10b)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"4332","DOI":"10.1074\/jbc.M708163200","volume":"283","author":"Smith","year":"2008","journal-title":"J. Biol. Chem."},{"key":"C5OB00177C-(cit11a)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"5561","DOI":"10.1021\/jm900819p","volume":"52","author":"Stallforth","year":"2009","journal-title":"J. Med. Chem."},{"key":"C5OB00177C-(cit11b)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"4615","DOI":"10.1128\/IAI.00472-08","volume":"76","author":"Safari","year":"2008","journal-title":"Infect. Immun."},{"key":"C5OB00177C-(cit11c)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"3827","DOI":"10.1039\/c3sc51694f","volume":"4","author":"Hu","year":"2013","journal-title":"Chem. Sci."},{"key":"C5OB00177C-(cit11d)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"5107","DOI":"10.1128\/IAI.70.9.5107-5114.2002","volume":"70","author":"Mawas","year":"2002","journal-title":"Infect. Immun."},{"key":"C5OB00177C-(cit12)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"10941","DOI":"10.1021\/bi201450v","volume":"50","author":"Wang","year":"2011","journal-title":"Biochemistry"},{"key":"C5OB00177C-(cit13a)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"611","DOI":"10.1038\/nchem.399","volume":"1","author":"Boltje","year":"2009","journal-title":"Nat. Chem."},{"key":"C5OB00177C-(cit13b)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"4411","DOI":"10.1002\/1521-3765(20011015)7:20<4411::AID-CHEM4411>3.0.CO;2-T","volume":"7","author":"Lefeber","year":"2001","journal-title":"Chem. \u2013 Eur. J."},{"key":"C5OB00177C-(cit13c)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"2561","DOI":"10.1021\/cb400463u","volume":"8","author":"Gao","year":"2013","journal-title":"ACS Chem. Biol."},{"key":"C5OB00177C-(cit13d)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"1754","DOI":"10.1021\/cb300345e","volume":"7","author":"Bundle","year":"2012","journal-title":"ACS Chem. Biol."},{"key":"C5OB00177C-(cit13e)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"161","DOI":"10.1021\/cb600086b","volume":"1","author":"Liu","year":"2006","journal-title":"ACS Chem. Biol."},{"key":"C5OB00177C-(cit14)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"9713","DOI":"10.1021\/ja401410y","volume":"135","author":"Martin","year":"2013","journal-title":"J. Am. Chem. Soc."},{"key":"C5OB00177C-(cit15)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"1071","DOI":"10.1002\/cmdc.201400019","volume":"9","author":"Li","year":"2014","journal-title":"ChemMedChem"},{"key":"C5OB00177C-(cit16a)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"1783","DOI":"10.1021\/ct1001347","volume":"6","author":"Satoh","year":"2010","journal-title":"J. Chem. Theory Comput."},{"key":"C5OB00177C-(cit16b)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"6527","DOI":"10.1021\/ja9910356","volume":"121","author":"Greenberg","year":"1999","journal-title":"J. Am. Chem. Soc."},{"key":"C5OB00177C-(cit16c)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"896","DOI":"10.1039\/C1SC00804H","volume":"3","author":"Yang","year":"2012","journal-title":"Chem. Sci."},{"key":"C5OB00177C-(cit16d)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"818","DOI":"10.1055\/s-1997-5762","volume":"7","author":"Demchenko","year":"1997","journal-title":"Synlett"},{"key":"C5OB00177C-(cit17a)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"17394","DOI":"10.1021\/ja907358k","volume":"131","author":"Arungundram","year":"2009","journal-title":"J. Am. Chem. Soc."},{"key":"C5OB00177C-(cit17b)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"5995","DOI":"10.1021\/ol062464t","volume":"8","author":"Lu","year":"2006","journal-title":"Org. Lett."},{"key":"C5OB00177C-(cit18a)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"10993","DOI":"10.1016\/S0040-4020(97)00360-8","volume":"53","author":"Oshitari","year":"1997","journal-title":"Tetrahedron"},{"key":"C5OB00177C-(cit18b)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"2003","DOI":"10.1016\/j.carres.2007.05.018","volume":"342","author":"Ding","year":"2007","journal-title":"Carbohydr. Res."},{"key":"C5OB00177C-(cit19)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"4428","DOI":"10.1039\/b911323a","volume":"7","author":"Legnani","year":"2009","journal-title":"Org. Biomol. Chem."},{"key":"C5OB00177C-(cit20a)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"673","DOI":"10.1016\/S0008-6215(02)00060-5","volume":"337","author":"Barroca","year":"2002","journal-title":"Carbohydr. Res."},{"key":"C5OB00177C-(cit20b)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"4287","DOI":"10.1021\/jo800138p","volume":"73","author":"Liu","year":"2008","journal-title":"J. Org. Chem."},{"key":"C5OB00177C-(cit21a)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"185","DOI":"10.1021\/cb100318z","volume":"6","author":"Chen","year":"2011","journal-title":"ACS Chem. Biol."},{"key":"C5OB00177C-(cit21b)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"5229","DOI":"10.1073\/pnas.1201964109","volume":"109","author":"Malito","year":"2012","journal-title":"Proc. Natl. Acad. Sci. U. S. A."},{"key":"C5OB00177C-(cit21c)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"4063","DOI":"10.1093\/nar\/12.10.4063","volume":"12","author":"Giannini","year":"1984","journal-title":"Nucleic Acids Res."},{"key":"C5OB00177C-(cit21d)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"580","DOI":"10.1016\/j.chembiol.2011.03.009","volume":"18","author":"Oberli","year":"2011","journal-title":"Chem. Biol."},{"key":"C5OB00177C-(cit22)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"431","DOI":"10.1084\/jem.54.3.431","volume":"54","author":"Goebel","year":"1931","journal-title":"J. Exp. Med."},{"key":"C5OB00177C-(cit23)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"4335","DOI":"10.1016\/j.vaccine.2010.04.072","volume":"28","author":"Shinefield","year":"2010","journal-title":"Vaccine"},{"key":"C5OB00177C-(cit24)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"656","DOI":"10.1080\/07328303.2011.604453","volume":"30","author":"Adamo","year":"2011","journal-title":"J. Carbohydr. Chem."},{"key":"C5OB00177C-(cit25)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"1420","DOI":"10.1021\/cb300221f","volume":"7","author":"Adamo","year":"2012","journal-title":"ACS Chem. Biol."},{"key":"C5OB00177C-(cit26)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"3733","DOI":"10.4049\/jimmunol.148.12.3733","volume":"148","author":"Rizzo","year":"1992","journal-title":"J. Immunol."},{"key":"C5OB00177C-(cit27)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"e105215","DOI":"10.1371\/journal.pone.0105215","volume":"9","author":"Ma","year":"2014","journal-title":"PLoS One"}],"container-title":["Organic &amp; Biomolecular Chemistry"],"original-title":[],"language":"en","link":[{"URL":"http:\/\/pubs.rsc.org\/en\/content\/articlepdf\/2015\/OB\/C5OB00177C","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2026,7,8]],"date-time":"2026-07-08T17:37:20Z","timestamp":1783532240000},"score":1,"resource":{"primary":{"URL":"https:\/\/pubs.rsc.org\/ob\/article\/13\/14\/4321-4330\/486970"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2015]]},"references-count":50,"journal-issue":{"issue":"14","published-print":{"date-parts":[[2015]]}},"URL":"https:\/\/doi.org\/10.1039\/c5ob00177c","relation":{},"ISSN":["1477-0520","1477-0539"],"issn-type":[{"value":"1477-0520","type":"print"},{"value":"1477-0539","type":"electronic"}],"subject":[],"published":{"date-parts":[[2015]]},"assertion":[{"value":"This document is Similarity Check deposited","name":"similarity_check","explanation":{"URL":"https:\/\/www.crossref.org\/services\/similarity-check\/"},"group":{"name":"similarity_check","label":"SIMILARITY CHECK"}},{"value":"Supplementary Information","URL":"https:\/\/doi.org\/10.1039\/C5OB00177C","name":"related_data","group":{"name":"related_data","label":"RELATED DATA"}},{"value":"The Royal Society of Chemistry has an exclusive publication licence for this journal","name":"copyright_licence","group":{"name":"copyright_licensing","label":"COPYRIGHT AND LICENSING"}},{"value":"The accepted version of this article will be made freely available after a 12 month embargo period","name":"copyright_licence","label":"OPEN ACCESS","group":{"name":"copyright_licensing","label":"COPYRIGHT AND LICENSING"}},{"value":"Single-blind","order":2,"name":"peer_review_method","group":{"name":"peer_review_method","label":"PEER REVIEW METHOD"}},{"value":"Received 29 January 2015; Accepted 3 March 2015; Accepted Manuscript published 3 March 2015; Advance Article published 12 March 2015; Version of Record published 24 March 2015","order":1,"name":"history","group":{"name":"publication_history","label":"PUBLICATION HISTORY"}}]}}