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Abstract:
Human blood group related glycan antigens are fucosylated (neo-)lactoseries oligosaccharides that play
crucial roles in pathogenic processes. Lewis type-II-chain antigens mark the surface of cancer cells, but
are also mediators of bacterial infections. To investigate the biological roles of Lewis type glycans a host
of synthetic approaches has been developed. Here, we illustrate how automated glycan assembly (AGA)
using a set of six monosaccharide building blocks provides quick access to a series of more than ten
defined Lewis type-I and type-II antigens, including Lex, Ley, Lea, Leb and KH-1. Glycans with up to three
a-fucose branches were assembled following a strictly linear approach and obtained in excellent
stereoselectivity and purity.