Mimicking biological membranes with programmable glycan ligands self-assembled from amphiphilic Janus glycodendrimers

Angew Chem Int Ed Engl. 2014 Oct 6;53(41):10899-903. doi: 10.1002/anie.201403186. Epub 2014 Jun 12.

Abstract

An accelerated modular synthesis produced 18 amphiphilic Janus glycodendrimers with three different topologies formed from either two or one carbohydrate head groups or a mixed constellation with a noncarbohydrate hydrophilic arm. By simple injection of their THF solutions into water or buffer, all of the Janus compounds self-assembled into uniform, stable, and soft unilamellar vesicles, denoted glycodendrimersomes. The mixed constellation topology glycodendrimersomes were demonstrated to be most efficient in binding plant, bacterial, and human lectins. This evidence with biomedically relevant receptors offers a promising perspective for the application of such glycodendrimersomes in targeted drug delivery, vaccines, and other areas of nanomedicine.

Keywords: agglutinins; biomembrane glycans; dendrimers; lectins; vesicles.

Publication types

  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Carbohydrates / chemistry
  • Dendrimers / chemistry*
  • Humans
  • Hydrophobic and Hydrophilic Interactions
  • Lectins / chemistry
  • Ligands
  • Nanomedicine
  • Polysaccharides / chemistry*
  • Unilamellar Liposomes / chemistry*

Substances

  • Carbohydrates
  • Dendrimers
  • Lectins
  • Ligands
  • Polysaccharides
  • Unilamellar Liposomes