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. 2021 Jan 18;20(3):217–243. doi: 10.1038/s41573-020-00093-1

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© Springer Nature Limited 2021, corrected publication 2021

This article is made available via the PMC Open Access Subset for unrestricted research re-use and secondary analysis in any form or by any means with acknowledgement of the original source. These permissions are granted for the duration of the World Health Organization (WHO) declaration of COVID-19 as a global pandemic.

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Fig. 3 — The chemical structures of sialyl Lewis^x (sLe^x) and sialyl Lewis^a (sLe^a) are presented at the top for reference. Structural motifs within the small-molecule selectin inhibitors that have homology to the sialyl Lewis scaffolds are colour coded. The orange highlighted pharmacophore in rivipansel mimics the sulfotyrosines in P-selectin glycoprotein ligand 1 (PSGL1) that are important for the interaction with P-selectin. In sevuparin, the blue and grey shading highlights 2-N-sulfo-6-O-sulfo-glucosamine and iduronic-2-O-sulfate, respectively, which mimic portions of heparan sulfate. In OJ-R9188, replacement of the six-membered fucose ring with fucufuranose maintained binding to E-selectin while increasing resistance to hydrolytic enzymes. Fuc, fucose; Gal, galactose; GlcNAc, N-acetylglucosamine; Neu5Ac, N-acetylneuraminic acid.