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The terminal sialic acid of gangliosides can be\n                    <jats:italic>O<\/jats:italic>\n                    \u2010acetylated at C7 and\/or C9 hydroxyl, contributing to ganglioside structural complexity and function. It has been difficult to obtain panels of structurally well\u2010defined\n                    <jats:italic>O<\/jats:italic>\n                    \u2010acetylated gangliosides for binding and functional studies. We describe here a chemoenzymatic strategy that can provide, for the first time, 7\u2010\n                    <jats:italic>O<\/jats:italic>\n                    \u2010, 9\u2010\n                    <jats:italic>O<\/jats:italic>\n                    \u2010, and 7,9\u2010di\u2010\n                    <jats:italic>O<\/jats:italic>\n                    \u2010acetylated GD3 gangliosides. It is based on the chemical assembly of a common tetrasaccharide precursor as \u03b1\u2010glycosyl fluoride that is coupled to sphingosine by a glycosynthase, followed by\n                    <jats:italic>O<\/jats:italic>\n                    \u2010acetyl editing by coronaviral hemagglutinin\u2010esterases (HEs). The resulting synthetic glycosphingolipids have been employed for cell surface remodeling of erythrocytes. Analysis by liquid chromatography and ion mobility mass spectrometry (LC\u2010IM\u2010MS) demonstrated successful integration of the glycosphingolipids into the plasma membrane with preservation of acetyl ester patterns. Using human coronavirus HKU1 spike\u2010functionalized virus\u2010like particles, we demonstrate that the resulting glycan\u2010remodeled erythrocytes can be utilized in hemagglutination (HA) studies as a label\u2010free method to investigate viral protein binding to individual glycoforms in a cellular environment.\n                  <\/jats:p>","DOI":"10.1002\/anie.202517989","type":"journal-article","created":{"date-parts":[[2025,11,13]],"date-time":"2025-11-13T13:52:21Z","timestamp":1763041941000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":0,"title":["Chemoenzymatically Synthesized\n                    <i>O<\/i>\n                    \u2010Acetylated GD3 Gangliosides to Examine Viral Receptor Specificities in a Cellular Context"],"prefix":"10.1002","volume":"65","author":[{"given":"Zhiyong","family":"Zhang","sequence":"first","affiliation":[{"name":"Division of Chemical Biology and Drug Discovery, Utrecht Institute for Pharmaceutical Sciences Utrecht University  Utrecht 3584 CG The Netherlands"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Ruonan","family":"Liang","sequence":"additional","affiliation":[{"name":"Division of Chemical Biology and Drug Discovery, Utrecht Institute for Pharmaceutical Sciences Utrecht University  Utrecht 3584 CG The Netherlands"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Kevin C.","family":"Hooijschuur","sequence":"additional","affiliation":[{"name":"Division of Chemical Biology and Drug Discovery, Utrecht Institute for Pharmaceutical Sciences Utrecht University  Utrecht 3584 CG The Netherlands"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Robert P.","family":"de Vries","sequence":"additional","affiliation":[{"name":"Division of Chemical Biology and Drug Discovery, Utrecht Institute for Pharmaceutical Sciences Utrecht University  Utrecht 3584 CG The 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