Abstract
Due to the inaccessibility of β1-4-N-acetylgalactosaminyltransferase for the direct glycan chain elongation, the enzymatic synthesis of 0-series ganglioside with extended backbone has not been explored. In this the sialic acid was enzymatically introduced as an auxiliary group to overcome the limitation of substrate specificity of Campylobacter jejuni β1-4-N-acetylgalactosaminyltransferase (CjCgtA) to achieve the synthesis of desired extended 0-series ganglioside core structures. A bacterial α2-6-sialyltransferase from Photobacterium damselae (Pd2,6ST) exhibits unexpected acceptor substrate specificity for 0-series ganglioside core structures, providing an easy access for the synthesis of complex gangliosides bearing the sialyl N-acetylgalactosamine unit. The 0-series ganglioside core structures as the key acceptor substrates were further diversified by sequential enzymatic modular assembly to generate a collection of 31 complex 0-series ganglioside glycans after removal the sugar auxiliary group of sialic acid at appropriate stage.
Published Version
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