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Total Synthesis of Polysaccharides by Automated Glycan Assembly.

ABSTRACT: Polysaccharides are the most abundant biopolymers on earth that serve various structural and modulatory functions. Pure, completely defined linear and branched polysaccharides are essential to understand carbohydrate structure and function. Polysaccharide isolation provides heterogeneous mixtures, while heroic efforts were required to complete chemical and/or enzymatic syntheses of polysaccharides as long 92-mers. Here, we show that automated glycan assembly (AGA) enables access to a 100-mer polysaccharide via a 201-step synthesis within 188 h. Convergent block coupling of 30- and 31-mer oligosaccharide fragments, prepared by AGA, yielded a multiple-branched 151-mer polymannoside. Quick access to polysaccharides provides the basis for future material science applications of carbohydrates.

SUBMITTER: Joseph AA

PROVIDER: S-EPMC7304863 | biostudies-literature | 2020 May

REPOSITORIES: biostudies-literature

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Total Synthesis of Polysaccharides by Automated Glycan Assembly.

Joseph A Abragam AA Pardo-Vargas Alonso A Seeberger Peter H PH

Journal of the American Chemical Society 20200430 19

Polysaccharides are the most abundant biopolymers on earth that serve various structural and modulatory functions. Pure, completely defined linear and branched polysaccharides are essential to understand carbohydrate structure and function. Polysaccharide isolation provides heterogeneous mixtures, while heroic efforts were required to complete chemical and/or enzymatic syntheses of polysaccharides as long 92-mers. Here, we show that automated glycan assembly (AGA) enables access to a 100-mer pol ...[more]

PMID: 32338884

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