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Updated: Jun 11, 2026

Metabolic Glycoengineering of Sialic Acid Using N-acyl-modified Mannosamines
Published on: November 25, 2017
Synthesis of new polysialic acid derivatives
Yi Su1, Cornelia Kasper, Andreas Kirschning
1Institut für Organische Chemie, Gottfried Wilhelm Leibniz Universität Hannover, Schneiderberg 1B, 30167 Hannover, Germany.
Abstract:
In this paper we report the first synthesis of novel polysialic acid derivatives which is initiated by treatment of polysialic acid with EDC-HCl to yield the inter-residual delta-lactone. Subsequent reaction with amines or hydrazine gives the corresponding polysialic acid amides and hydrazide. Alkylation of the tetrabutylammonium salt of polysialic acid yields polysialic acid esters. In contrast a variety of N-derivatives of polysialic acid can be prepared starting from deacetylated polysialic acid. The N-derivatives prepared in this communication can be used for the Cu-catalyzed as well as Cu-free "click" chemistry.
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