Biologically active polymersomes from amphiphilic glycopeptides

J Am Chem Soc. 2012 Jan 11;134(1):119-22. doi: 10.1021/ja209676p. Epub 2011 Dec 19.

Abstract

Polypeptide block copolymers with different block length ratios were obtained by sequential ring-opening polymerization of benzyl-L-glutamate and propargylglycine (PG) N-carboxyanhydrides. Glycosylation of the poly(PG) block was obtained by Huisgens cycloaddition "click" reaction using azide-functionalized galactose. All copolymers were self-assembled using the nanoprecipitation method to obtain spherical and wormlike micelles as well as polymersomes depending on the block length ratio and the nanoprecipitation conditions. These structures display bioactive galactose units in the polymersome shell, as proven by selective lectin binding experiments.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Click Chemistry
  • Glycoproteins / chemistry*
  • Glycosylation
  • Hydrophobic and Hydrophilic Interactions
  • Models, Molecular
  • Molecular Conformation
  • Polymers / chemistry*
  • Polymers / metabolism

Substances

  • Glycoproteins
  • Polymers