A fully automated process for enzyme-mediated oligosaccharide synthesis has been developed that can give easy access to different classes of complex glycans including poly-<i>N</i>-acetyllactosamine derivatives, human milk oligosaccharides, gangliosides and asymmetrical <i>N</i>-glycans. This was accomplished by a catch and release approach in which glycosyltransferase catalyzed reactions are performed in solution and product purification is accomplished by solid phase extraction. A sulfonate tag was developed that can easily be installed and allowed highly efficient solid phase extraction and product release could be achieved using a single set of washing conditions regardless of the complexity of the glycan. As many as 15 reaction cycles could be performed in a fully automated fashion using a custom build liquid handling system without any solvent evaporation or buffer exchange. The technology was employed to prepare a library of N-glycans found in upper airway tissue which were printed as a microarray. The array was used to examine receptor usage of contemporary H3N2 viruses which established the minimal receptors for these virus. Glycomic analysis of fowl erythrocytes showed an absence of such structures providing a rationale for a lack of agglutination of the viruses. The cell surface glycans of fowl erythrocytes were enzymatically remodeled to install functional receptors for recent H3N2 viruses, and the resulting cells exhibited agglutination. The engineered cells made it possible to antigenically characterize contemporary H3N2 viruses, and provided a rationale for recent poor vaccine protection.

Automated chemo-enzymatic synthesis of complex glycans offering opportunities for flu surveillance

Macromolecular Chemistry: The Second Century

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ACS Spring 2020 National Meeting & Expo

The official archive and repository for all ACS Meetings & Expositions abstracts and select posters or presentations.