Synthesis of new polysialic acid derivatives

authored by

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).

Organisation(s)

Institute of Organic Chemistry

Type

Article

Journal

Macromolecular Bioscience

Volume

10

Pages

1028-1033

No. of pages

6

ISSN

1616-5187

Publication date

02.07.2010

Publication status

Published

Peer reviewed

Yes

ASJC Scopus subject areas

Biotechnology, Bioengineering, Biomaterials, Polymers and Plastics, Materials Chemistry

Electronic version(s)

https://doi.org/10.1002/mabi.201000094 (Access: Unknown)