{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,5,14]],"date-time":"2026-05-14T21:13:15Z","timestamp":1778793195650,"version":"3.51.4"},"reference-count":36,"publisher":"Elsevier BV","license":[{"start":{"date-parts":[[2024,1,1]],"date-time":"2024-01-01T00:00:00Z","timestamp":1704067200000},"content-version":"tdm","delay-in-days":0,"URL":"https:\/\/www.elsevier.com\/tdm\/userlicense\/1.0\/"},{"start":{"date-parts":[[2024,1,1]],"date-time":"2024-01-01T00:00:00Z","timestamp":1704067200000},"content-version":"tdm","delay-in-days":0,"URL":"https:\/\/www.elsevier.com\/legal\/tdmrep-license"},{"start":{"date-parts":[[2024,1,1]],"date-time":"2024-01-01T00:00:00Z","timestamp":1704067200000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-017"},{"start":{"date-parts":[[2024,1,1]],"date-time":"2024-01-01T00:00:00Z","timestamp":1704067200000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-037"},{"start":{"date-parts":[[2024,1,1]],"date-time":"2024-01-01T00:00:00Z","timestamp":1704067200000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-012"},{"start":{"date-parts":[[2024,1,1]],"date-time":"2024-01-01T00:00:00Z","timestamp":1704067200000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-029"},{"start":{"date-parts":[[2024,1,1]],"date-time":"2024-01-01T00:00:00Z","timestamp":1704067200000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-004"}],"funder":[{"DOI":"10.13039\/501100009056","name":"Canadian Glycomics Network","doi-asserted-by":"publisher","award":["-07"],"award-info":[{"award-number":["-07"]}],"id":[{"id":"10.13039\/501100009056","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100009056","name":"Canadian Glycomics Network","doi-asserted-by":"publisher","award":["SCR_021845"],"award-info":[{"award-number":["SCR_021845"]}],"id":[{"id":"10.13039\/501100009056","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100000196","name":"Canada Foundation for Innovation","doi-asserted-by":"publisher","id":[{"id":"10.13039\/501100000196","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/100008572","name":"University of Ottawa","doi-asserted-by":"publisher","id":[{"id":"10.13039\/100008572","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100000038","name":"Natural Sciences and Engineering Research Council of Canada","doi-asserted-by":"publisher","award":["06507"],"award-info":[{"award-number":["06507"]}],"id":[{"id":"10.13039\/501100000038","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100000024","name":"Canadian Institutes of Health Research","doi-asserted-by":"publisher","award":["145885"],"award-info":[{"award-number":["145885"]}],"id":[{"id":"10.13039\/501100000024","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":["elsevier.com","sciencedirect.com"],"crossmark-restriction":true},"short-container-title":["Bioorganic & Medicinal Chemistry"],"published-print":{"date-parts":[[2024,1]]},"DOI":"10.1016\/j.bmc.2023.117553","type":"journal-article","created":{"date-parts":[[2023,12,9]],"date-time":"2023-12-09T18:06:36Z","timestamp":1702145196000},"page":"117553","update-policy":"https:\/\/doi.org\/10.1016\/elsevier_cm_policy","source":"Crossref","is-referenced-by-count":0,"special_numbering":"C","title":["Sialyl LewisX glycomimetics bearing an extended anionic chain targeting E- and P- selectin binding sites"],"prefix":"10.1016","volume":"98","author":[{"given":"Audrey","family":"Belouin","sequence":"first","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-3185-6429","authenticated-orcid":false,"given":"Ryan D.","family":"Simard","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-1256-6290","authenticated-orcid":false,"given":"Mathieu","family":"Joyal","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Wael","family":"Maharsy","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Alice","family":"Lau","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-9903-5865","authenticated-orcid":false,"given":"Michel","family":"Pr\u00e9vost","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Mona","family":"Nemer","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-3057-0456","authenticated-orcid":false,"given":"Yvan","family":"Guindon","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"78","reference":[{"key":"10.1016\/j.bmc.2023.117553_b0005","series-title":"Fundamentals of inflammation","author":"Serhan","year":"2010"},{"key":"10.1016\/j.bmc.2023.117553_b0010","series-title":"Essentials of Glycobiology [Internet]","author":"Brockhausen","year":"2017"},{"key":"10.1016\/j.bmc.2023.117553_b0015","doi-asserted-by":"crossref","first-page":"7390","DOI":"10.1073\/pnas.91.16.7390","article-title":"Selectin ligands","volume":"91","author":"Varki","year":"1994","journal-title":"PNAS"},{"key":"10.1016\/j.bmc.2023.117553_b0020","doi-asserted-by":"crossref","first-page":"277","DOI":"10.1007\/s10719-020-09912-4","article-title":"The physiological and pathological roles and applications of sialyl Lewis x, a common carbohydrate ligand of the three selectins","volume":"37","author":"Jin","year":"2020","journal-title":"Glycoconj J"},{"key":"10.1016\/j.bmc.2023.117553_b0025","doi-asserted-by":"crossref","first-page":"727","DOI":"10.1182\/blood-2010-05-285718","article-title":"Inhibition of cell adhesion by anti-P-selectin aptamer: a new potential therapeutic agent for sickle cell disease","volume":"117","author":"Gutsaeva","year":"2011","journal-title":"Blood"},{"key":"10.1016\/j.bmc.2023.117553_b0030","doi-asserted-by":"crossref","unstructured":"Vabret, N., Britton, G.J., Gruber, C., Hegde, S., Kim, J., Kuksin, M., Levantovsky, R., Malle, L., Moreira, A., Park, M.D., Pia, L., Risson, E., Saffern, M., Salom\u00e9, B., Selvan, M.E., Spindler, M.P., Tan, J., van der Heide, V., Gregory, J.K, Alexandropoulos, K., Bhardwaj, N., Brown, B.D., Greenbaum, B., G\u00fcm\u00fc\u015f, Z.H, Homann, D., Horowitz, A., Kamphorst, A.O, Curotto de Lafaille, M.A., Mehandru, S., Merad, M., Samstein, R.M, The Sinai Immunology Review Project, Immunology of COVID-19: current state of the science, Immunity (2020).","DOI":"10.1016\/j.immuni.2020.05.002"},{"key":"10.1016\/j.bmc.2023.117553_b0035","article-title":"COVID-19: Neutrophils \u201cUnfriendly Fire\u201d imbalance proteolytic cascades triggering clinical worsening and viral sepsis. Potential role and explanation for convalescent plasma as \u201cFire Hose\u201d","author":"Fornasari","year":"2020","journal-title":"Preprints"},{"key":"10.1016\/j.bmc.2023.117553_b0040","doi-asserted-by":"crossref","DOI":"10.3390\/ijms22157942","article-title":"The Role of P-Selectin in COVID-19 Coagulopathy: An Updated Review","volume":"22","author":"Agrati","year":"2021","journal-title":"Int J Mol Sci"},{"key":"10.1016\/j.bmc.2023.117553_b0045","doi-asserted-by":"crossref","first-page":"1779","DOI":"10.1182\/blood-2009-12-260513","article-title":"GMI-1070, a novel pan-selectin antagonist, reverses acute vascular occlusions in sickle cell mice","volume":"116","author":"Chang","year":"2010","journal-title":"Blood"},{"key":"10.1016\/j.bmc.2023.117553_b0050","doi-asserted-by":"crossref","first-page":"173","DOI":"10.1080\/14656566.2018.1548610","article-title":"Emerging pharmacotherapeutic approaches for the management of sickle cell disease","volume":"20","author":"Torres","year":"2019","journal-title":"Expert Opin Pharmacother"},{"key":"10.1016\/j.bmc.2023.117553_b0055","doi-asserted-by":"crossref","first-page":"1045","DOI":"10.1021\/ml300263x","article-title":"A new approach to explore the binding space of polysaccharide-based ligands: selectin antagonists","volume":"3","author":"Calosso","year":"2012","journal-title":"ACS Med Chem Lett"},{"key":"10.1016\/j.bmc.2023.117553_b0060","doi-asserted-by":"crossref","first-page":"1054","DOI":"10.1021\/ml500266x","article-title":"Acyclic Tethers Mimicking Subunits of Polysaccharide Ligands: Selectin Antagonists","volume":"5","author":"Calosso","year":"2014","journal-title":"ACS Med Chem Lett"},{"key":"10.1016\/j.bmc.2023.117553_b0065","doi-asserted-by":"crossref","first-page":"6387","DOI":"10.1038\/ncomms7387","article-title":"Glycopeptide analogues of PSGL-1 inhibit P-selectin in vitro and in vivo","volume":"6","author":"Krishnamurthy","year":"2015","journal-title":"Nat Commun"},{"key":"10.1016\/j.bmc.2023.117553_b0070","doi-asserted-by":"crossref","first-page":"9820","DOI":"10.1021\/ja4029582","article-title":"Nanomolar E-selectin antagonists with prolonged half-lives by a fragment-based approach","volume":"135","author":"Egger","year":"2013","journal-title":"J Am Chem Soc"},{"key":"10.1016\/j.bmc.2023.117553_b0075","doi-asserted-by":"crossref","first-page":"1528","DOI":"10.1021\/acs.molpharmaceut.6b00982","article-title":"Synthesis and functional characterization of novel sialyl lewisx mimic-decorated liposomes for E-selectin-mediated targeting to inflamed endothelial cells","volume":"14","author":"Chantarasrivong","year":"2017","journal-title":"Mol Pharm"},{"key":"10.1016\/j.bmc.2023.117553_b0080","doi-asserted-by":"crossref","first-page":"118","DOI":"10.1016\/j.biomaterials.2008.09.009","article-title":"Application of liposomes incorporating doxorubicin with sialyl Lewis X to prevent stenosis after rat carotid artery injury","volume":"30","author":"Tsuruta","year":"2009","journal-title":"Biomaterials"},{"key":"10.1016\/j.bmc.2023.117553_b0085","doi-asserted-by":"crossref","first-page":"242","DOI":"10.3109\/1061186X.2013.862805","article-title":"Targeting liposomes loaded with melphalan prodrug to tumour vasculature via the Sialyl Lewis X selectin ligand","volume":"22","author":"Kuznetsova","year":"2014","journal-title":"J Drug Target"},{"key":"10.1016\/j.bmc.2023.117553_b0090","doi-asserted-by":"crossref","first-page":"99","DOI":"10.1021\/bc034114m","article-title":"Synthesis and Physicochemical Characterization of Gd\u2212DTPA\u2212B(sLex)A, a New MRI Contrast Agent Targeted to Inflammation","volume":"15","author":"Laurent","year":"2004","journal-title":"Bioconjug Chem"},{"key":"10.1016\/j.bmc.2023.117553_b0095","doi-asserted-by":"crossref","first-page":"7372","DOI":"10.1021\/acs.joc.9b01075","article-title":"Synthesis of Sialyl Lewis(X) Glycomimetics Bearing a Bicyclic 3- O,4- C-Fused Galactopyranoside Scaffold","volume":"84","author":"Simard","year":"2019","journal-title":"J Org Chem"},{"key":"10.1016\/j.bmc.2023.117553_b0100","doi-asserted-by":"crossref","first-page":"10974","DOI":"10.1021\/acs.joc.3c00956","article-title":"Synthesis of sialyl lewis(X) mimetics with E- and P-selectin binding properties and immunosuppressive activity","volume":"88","author":"Simard","year":"2023","journal-title":"J Org Chem"},{"key":"10.1016\/j.bmc.2023.117553_b0105","doi-asserted-by":"crossref","first-page":"210","DOI":"10.1021\/ja0471525","article-title":"Copper(I)-catalyzed synthesis of azoles. DFT study predicts unprecedented reactivity and intermediates","volume":"127","author":"Himo","year":"2005","journal-title":"J Am Chem Soc"},{"key":"10.1016\/j.bmc.2023.117553_b0110","doi-asserted-by":"crossref","first-page":"5505","DOI":"10.1021\/ja00997a067","article-title":"Sulfur trioxide in the oxidation of alcohols by dimethyl sulfoxide","volume":"89","author":"Parikh","year":"1967","journal-title":"J Am Chem Soc"},{"key":"10.1016\/j.bmc.2023.117553_b0115","doi-asserted-by":"crossref","unstructured":"Springer TA. Structural basis for selectin mechanochemistry. 2009;106(1): 91-96.","DOI":"10.1073\/pnas.0810784105"},{"key":"10.1016\/j.bmc.2023.117553_b0120","doi-asserted-by":"crossref","first-page":"2101","DOI":"10.1182\/blood-2017-05-783027","article-title":"Selectin catch-bonds mechanotransduce integrin activation and neutrophil arrest on inflamed endothelium under shear flow","volume":"130","author":"Morikis","year":"2017","journal-title":"Blood"},{"key":"10.1016\/j.bmc.2023.117553_b0125","doi-asserted-by":"crossref","first-page":"181","DOI":"10.1182\/blood-2017-02-770479","article-title":"Circulating soluble P-selectin must dimerize to promote inflammation and coagulation in mice","volume":"130","author":"Panicker","year":"2017","journal-title":"Blood"},{"key":"10.1016\/j.bmc.2023.117553_b0130","doi-asserted-by":"crossref","first-page":"9507","DOI":"10.1021\/bi0507130","article-title":"Affinity and kinetics of sialyl lewis-X and Core-2 based oligosaccharides binding to L- and P-selectin","volume":"44","author":"Beauharnois","year":"2005","journal-title":"Biochem"},{"key":"10.1016\/j.bmc.2023.117553_b0135","doi-asserted-by":"crossref","first-page":"365","DOI":"10.1016\/S1072-7515(01)00943-7","article-title":"Small-molecule selectin inhibitor protects against liver inflammatory response after ischemia and reperfusion","volume":"185","author":"Palma-Vargas","year":"1997","journal-title":"J Am Coll Surg"},{"key":"10.1016\/j.bmc.2023.117553_b0140","doi-asserted-by":"crossref","first-page":"2921","DOI":"10.1016\/j.tetlet.2014.03.067","article-title":"First enantioselective total synthesis of penicimarin B, aspergillumarins A and B","volume":"55","author":"Yadav","year":"2014","journal-title":"Tetrahedron Lett"},{"key":"10.1016\/j.bmc.2023.117553_b0145","unstructured":"Sato KY, Tsutomu; Kubota, Kazua; Imura, Akihiro. Process for preparation of optically active propoxyaniline derivativesPatent. WO 02\/070726 (12.09.2002 Gazette 2002\/37); 2003."},{"key":"10.1016\/j.bmc.2023.117553_b0150","doi-asserted-by":"crossref","first-page":"1261","DOI":"10.1016\/S0040-4039(00)94865-2","article-title":"Total synthesis of biologically important amino sugars via thenitroaldol reaction","volume":"26","author":"Hanessian","year":"1985","journal-title":"Tetrahedron Lett"},{"key":"10.1016\/j.bmc.2023.117553_b0155","doi-asserted-by":"crossref","first-page":"9690","DOI":"10.1016\/j.tet.2013.09.017","article-title":"Imidazolium-based chiral ionic liquids: synthesis and application","volume":"69","author":"Suzuki","year":"2013","journal-title":"Tetrahedron"},{"key":"10.1016\/j.bmc.2023.117553_b0160","doi-asserted-by":"crossref","first-page":"3429","DOI":"10.1021\/ol800902g","article-title":"Total Synthesis of GEX1A","volume":"10","author":"Murray","year":"2008","journal-title":"Org Lett"},{"key":"10.1016\/j.bmc.2023.117553_b0165","doi-asserted-by":"crossref","first-page":"543","DOI":"10.1021\/jo00177a031","article-title":"Synthesis of the enantiomeric forms of.alpha.- and.beta.-alkoxy carbonyl compounds from the (2S,3R)-2,3-diol prepared in fermenting bakers' yeast from.alpha.-methylcinnamaldehyde","volume":"49","author":"Fuganti","year":"1984","journal-title":"J Org Chem"},{"key":"10.1016\/j.bmc.2023.117553_b0170","doi-asserted-by":"crossref","first-page":"735","DOI":"10.1039\/b501346c","article-title":"A highly stereoselective ether directed palladium catalysed aza-Claisen rearrangement","volume":"3","author":"Jamieson","year":"2005","journal-title":"Org Biomol Chem"},{"key":"10.1016\/j.bmc.2023.117553_b0175","doi-asserted-by":"crossref","first-page":"215","DOI":"10.1016\/j.chempr.2018.10.017","article-title":"Providing a new aniline bioisostere through the photochemical production of 1-aminonorbornanes","volume":"5","author":"Staveness","year":"2019","journal-title":"Chem"},{"key":"10.1016\/j.bmc.2023.117553_b0180","doi-asserted-by":"crossref","first-page":"3857","DOI":"10.1021\/jo049971d","article-title":"Enantioselective total synthesis of (+)-brefeldin A and 7-epi-brefeldin A","volume":"69","author":"Wu","year":"2004","journal-title":"J Org Chem"}],"container-title":["Bioorganic & Medicinal Chemistry"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/api.elsevier.com\/content\/article\/PII:S0968089623004017?httpAccept=text\/xml","content-type":"text\/xml","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/api.elsevier.com\/content\/article\/PII:S0968089623004017?httpAccept=text\/plain","content-type":"text\/plain","content-version":"vor","intended-application":"text-mining"}],"deposited":{"date-parts":[[2026,5,14]],"date-time":"2026-05-14T20:50:55Z","timestamp":1778791855000},"score":1,"resource":{"primary":{"URL":"https:\/\/linkinghub.elsevier.com\/retrieve\/pii\/S0968089623004017"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2024,1]]},"references-count":36,"alternative-id":["S0968089623004017"],"URL":"https:\/\/doi.org\/10.1016\/j.bmc.2023.117553","relation":{},"ISSN":["0968-0896"],"issn-type":[{"value":"0968-0896","type":"print"}],"subject":[],"published":{"date-parts":[[2024,1]]},"assertion":[{"value":"Elsevier","name":"publisher","label":"This article is maintained by"},{"value":"Sialyl LewisX glycomimetics bearing an extended anionic chain targeting E- and P- selectin binding sites","name":"articletitle","label":"Article Title"},{"value":"Bioorganic & Medicinal Chemistry","name":"journaltitle","label":"Journal Title"},{"value":"https:\/\/doi.org\/10.1016\/j.bmc.2023.117553","name":"articlelink","label":"CrossRef DOI link to publisher maintained version"},{"value":"article","name":"content_type","label":"Content Type"},{"value":"\u00a9 2023 Elsevier Ltd. All rights reserved.","name":"copyright","label":"Copyright"}],"article-number":"117553"}}