Synthesis of new polysialic acid derivatives

verfasst von

Yi Su, Cornelia Kasper, Andreas Kirschning, Gerald Dräger, Silke Berski

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 d-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. (Chemical Equation Presented).

Organisationseinheit(en)

Institut für Organische Chemie

Typ

Artikel

Journal

Macromolecular Bioscience

Band

10

Seiten

1028-1033

Anzahl der Seiten

6

ISSN

1616-5187

Publikationsdatum

02.07.2010

Publikationsstatus

Veröffentlicht

Peer-reviewed

Ja

ASJC Scopus Sachgebiete

Biotechnologie, Bioengineering, Biomaterialien, Polymere und Kunststoffe, Werkstoffchemie

Elektronische Version(en)

https://doi.org/10.1002/mabi.201000094 (Zugang: Unbekannt)