title: Synthesis of new polysialic acid derivatives.
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.
authors.affiliation: Institut für Organische Chemie, Gottfried Wilhelm Leibniz Universität Hannover, Schneiderberg 1B, 30167 Hannover, Germany.
authors.forename: Yi
authors.initials: Y
authors.lastname: Su
authors.forename: Cornelia
authors.initials: C
authors.lastname: Kasper
authors.forename: Andreas
authors.initials: A
authors.lastname: Kirschning
authors.forename: Gerald
authors.initials: G
authors.lastname: Dräger
authors.forename: Silke
authors.initials: S
authors.lastname: Berski
mesh_terms: D000215:Acylation; D000478:Alkylation; D000577:Amides; D057930:Click Chemistry; D004952:Esters; D006834:Hydrazines; D007783:Lactones; D012794:Sialic Acids / Q000138:chemical synthesis*
chemical_list: D000577:Amides; D004952:Esters; D006834:Hydrazines; D007783:Lactones; D012794:Sialic Acids; C021319:polysialic acid