Large-scale chemoenzymatic synthesis of blood group and tumor-associated poly-N-acetyllactosamine antigens

Poly-N-acetyllactosamines (pLNs) are common terminal sugars of many N- and O-linked glycan structures present in glycoproteins and glycolipids. Utilizing various glycosyltransferases, we developed new and efficient chemoenzymatic methods for the synthesis of pLNs in gram-scale. Specifically, the use of sialyltransferases and fucosyltransferases enabled us to synthesize and purify 24 blood group and tumor-associated pLN derivatives with α-(2→3)- and α-(2→6)-linked sialic acid, as well as with α-(1→2)- and α-(1→3)-linked fucose. All synthesized derivatives were linked to a short 2-azidoethyl spacer for further modification.

Graphical abstractFigure optionsDownload full-size imageDownload as PowerPoint slide