{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,7,30]],"date-time":"2026-07-30T18:14:05Z","timestamp":1785435245550,"version":"3.56.0"},"reference-count":36,"publisher":"Royal Society of Chemistry (RSC)","issue":"26","content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Org. Biomol. Chem."],"abstract":"<p>\n                    Corannulene derivatives, functionalized,\n                    <italic>via<\/italic>\n                    copper-catalyzed alkyne-azide cycloaddition (CuAAC) reactions, with galactose and the ganglioside GM1-oligosaccharide (GM1os), were evaluated for their ability to inhibit the binding of cholera toxin to its natural ligand; in this assay, GM1os-sym-corannulenes proved to be nanomolar inhibitors.\n                  <\/p>","DOI":"10.1039\/c3ob40438b","type":"journal-article","created":{"date-parts":[[2013,6,4]],"date-time":"2013-06-04T09:22:25Z","timestamp":1370337745000},"page":"4333-4339","source":"Crossref","is-referenced-by-count":35,"title":["Nanomolar cholera toxininhibitors based on symmetrical pentavalent ganglioside GM1os-\n                    <i>sym<\/i>\n                    -corannulenes"],"prefix":"10.1039","volume":"11","author":[{"given":"Martin","family":"Mattarella","sequence":"first","affiliation":[{"name":"Institute of Organic Chemistry"},{"name":"University of Zurich"},{"name":"8057 Zurich"},{"name":"Switzerland"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jaime","family":"Garcia-Hartjes","sequence":"additional","affiliation":[{"name":"Laboratory of Organic Chemistry"},{"name":"Wageningen University"},{"name":"Wageningen"},{"name":"The Netherlands"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Tom","family":"Wennekes","sequence":"additional","affiliation":[{"name":"Laboratory of Organic Chemistry"},{"name":"Wageningen University"},{"name":"Wageningen"},{"name":"The Netherlands"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Han","family":"Zuilhof","sequence":"additional","affiliation":[{"name":"Laboratory of Organic Chemistry"},{"name":"Wageningen University"},{"name":"Wageningen"},{"name":"The Netherlands"},{"name":"Department of Chemical and Materials Engineering"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jay S.","family":"Siegel","sequence":"additional","affiliation":[{"name":"Institute of Organic Chemistry"},{"name":"University of Zurich"},{"name":"8057 Zurich"},{"name":"Switzerland"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"292","published-online":{"date-parts":[[2013]]},"reference":[{"key":"C3OB40438B-(cit1)\/*[position()=1]","volume":"2012","author":"World Health Organization, W. H. O.","year":"2011","unstructured":"World Health Organization, W. H. O. , 2011 ; vol. 2012 , p Fact sheet No107"},{"key":"C3OB40438B-(cit2a)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"622","DOI":"10.1128\/MMBR.56.4.622-647.1992","volume":"56","author":"Spangler","year":"1992","journal-title":"Microbiol. Rev."},{"key":"C3OB40438B-(cit2b)\/*[position()=1]","first-page":"165","volume":"5","author":"Merritt","year":"1995","journal-title":"Struct. Biol."},{"key":"C3OB40438B-(cit3)\/*[position()=2]","doi-asserted-by":"crossref","first-page":"217","DOI":"10.1016\/j.ijmm.2004.07.002","volume":"294","author":"Fan","year":"2004","journal-title":"Int. J. Med. Microbiol."},{"key":"C3OB40438B-(cit4)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"417","DOI":"10.1099\/00221287-76-2-417","volume":"76","author":"Lonnroth","year":"1973","journal-title":"J. Gen. Microbiol."},{"key":"C3OB40438B-(cit5a)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"7488","DOI":"10.1002\/anie.200902490","volume":"48","author":"Hunter","year":"2009","journal-title":"Angew. Chem., Int. Ed."},{"key":"C3OB40438B-(cit5b)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"1762","DOI":"10.1002\/anie.201004201","volume":"50","author":"Ercolani","year":"2011","journal-title":"Angew. Chem., Int. Ed."},{"key":"C3OB40438B-(cit6)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"25","DOI":"10.1007\/BF02788553","volume":"4","author":"Schafer","year":"1982","journal-title":"Cell Biophys."},{"key":"C3OB40438B-(cit7)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"680","DOI":"10.1016\/S0959-440X(00)00152-4","volume":"10","author":"Fan","year":"2000","journal-title":"Curr. Opin. Struct. Biol."},{"key":"C3OB40438B-(cit8)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"2032","DOI":"10.1021\/ja983567c","volume":"121","author":"Bernardi","year":"1999","journal-title":"J. Am. Chem. Soc."},{"key":"C3OB40438B-(cit9)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"4709","DOI":"10.1039\/C2CS35408J","volume":"42","author":"Bernardi","year":"2013","journal-title":"Chem. Soc. Rev."},{"key":"C3OB40438B-(cit9)\/*[position()=2]","doi-asserted-by":"crossref","first-page":"4657","DOI":"10.1039\/c3cs35483k","volume":"42","author":"Chambre","year":"2013","journal-title":"Chem. Soc. Rev."},{"key":"C3OB40438B-(cit9)\/*[position()=3]","doi-asserted-by":"crossref","first-page":"4613","DOI":"10.1039\/C2CS35430F","volume":"42","author":"Branson","year":"2013","journal-title":"Chem. Soc. Rev."},{"key":"C3OB40438B-(cit10a)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"4685","DOI":"10.1002\/1099-0690(200112)2001:24<4685::AID-EJOC4685>3.0.CO;2-9","author":"Vrasidas","year":"2001","journal-title":"Eur. J. Org. Chem."},{"key":"C3OB40438B-(cit10b)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"2113","DOI":"10.1039\/b405344c","volume":"2","author":"Arosio","year":"2004","journal-title":"Org. Biomol. Chem."},{"key":"C3OB40438B-(cit11)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"5043","DOI":"10.1039\/b711070g","volume":"47","author":"Branderhorst","year":"2007","journal-title":"Chem. Commun."},{"key":"C3OB40438B-(cit12a)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"2663","DOI":"10.1021\/ja993388a","volume":"122","author":"Fan","year":"2000","journal-title":"J. Am. Chem. Soc."},{"key":"C3OB40438B-(cit12b)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"8818","DOI":"10.1021\/ja0202560","volume":"124","author":"Merritt","year":"2002","journal-title":"J. Am. Chem. Soc."},{"key":"C3OB40438B-(cit12c)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"12991","DOI":"10.1021\/ja027584k","volume":"124","author":"Zhang","year":"2002","journal-title":"J. Am. Chem. Soc."},{"key":"C3OB40438B-(cit12d)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"1205","DOI":"10.1016\/j.chembiol.2004.06.008","volume":"11","author":"Pickens","year":"2004","journal-title":"Chem. Biol."},{"key":"C3OB40438B-(cit12e)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"7737","DOI":"10.1021\/jo0489770","volume":"69","author":"Zhang","year":"2004","journal-title":"J. Org. Chem."},{"key":"C3OB40438B-(cit13)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"1500","DOI":"10.1002\/cbic.200700266","volume":"8","author":"Pukin","year":"2007","journal-title":"ChemBioChem"},{"key":"C3OB40438B-(cit14a)\/*[position()=1]","doi-asserted-by":"publisher","DOI":"10.1039\/C3OB40515J","author":"Garcia-Hartjes","year":"2013","journal-title":"Org. Biomol. Chem."},{"key":"C3OB40438B-(cit14b)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"2715","DOI":"10.1039\/c0nj00285b","volume":"34","author":"Sansone","year":"2010","journal-title":"New J. Chem."},{"key":"C3OB40438B-(cit16)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"664","DOI":"10.1021\/op200387s","volume":"16","author":"Butterfield","year":"2012","journal-title":"Org. Process Res. Dev."},{"key":"C3OB40438B-(cit17)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"713","DOI":"10.1021\/ol027565f","volume":"5","author":"Grube","year":"2003","journal-title":"Org. Lett."},{"key":"C3OB40438B-(cit18)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"5799","DOI":"10.1039\/c2ob25503k","volume":"10","author":"Mattarella","year":"2012","journal-title":"Org. Biomol. Chem."},{"key":"C3OB40438B-(cit19)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"6654","DOI":"10.1002\/anie.200903156","volume":"48","author":"Binauld","year":"2009","journal-title":"Angew. Chem., Int. Ed."},{"key":"C3OB40438B-(cit20)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"3899","DOI":"10.1021\/jm990015b","volume":"42","author":"Jung","year":"1992","journal-title":"J. Med. Chem."},{"key":"C3OB40438B-(cit21)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"14397","DOI":"10.1021\/ja020887u","volume":"124","author":"Fazio","year":"2002","journal-title":"J. Am. Chem. Soc."},{"key":"C3OB40438B-(cit22)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"2329","DOI":"10.1021\/ol020071y","volume":"4","author":"Bouzide","year":"2002","journal-title":"Org. Lett."},{"key":"C3OB40438B-(cit23)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"2921","DOI":"10.1002\/anie.200900143","volume":"48","author":"Mueller","year":"2009","journal-title":"Angew. Chem., Int. Ed."},{"key":"C3OB40438B-(cit24)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"636","DOI":"10.1016\/j.carres.2008.01.007","volume":"343","author":"Pukin","year":"2008","journal-title":"Carbohydr. Res."},{"key":"C3OB40438B-(cit25)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"30","DOI":"10.1002\/jat.1015","volume":"25","author":"Dawson","year":"2005","journal-title":"J. Appl. Toxicol."},{"key":"C3OB40438B-(cit26)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"19","DOI":"10.1007\/BF02601701","volume":"1","author":"Svennerholm","year":"1978","journal-title":"Curr. Microbiol."},{"key":"C3OB40438B-(cit27)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"329","DOI":"10.1002\/cbic.200800550","volume":"10","author":"Sisu","year":"2009","journal-title":"ChemBioChem"}],"container-title":["Organic &amp; Biomolecular Chemistry"],"original-title":[],"language":"en","link":[{"URL":"http:\/\/pubs.rsc.org\/en\/content\/articlepdf\/2013\/OB\/C3OB40438B","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2026,7,1]],"date-time":"2026-07-01T17:42:17Z","timestamp":1782927737000},"score":1,"resource":{"primary":{"URL":"https:\/\/pubs.rsc.org\/ob\/article\/11\/26\/4333-4339\/409275"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2013]]},"references-count":36,"journal-issue":{"issue":"26","published-print":{"date-parts":[[2013,6,12]]}},"URL":"https:\/\/doi.org\/10.1039\/c3ob40438b","relation":{},"ISSN":["1477-0520","1477-0539"],"issn-type":[{"value":"1477-0520","type":"print"},{"value":"1477-0539","type":"electronic"}],"subject":[],"published":{"date-parts":[[2013]]}}}