Carbohydrate-Derived Metal-Chelator-Triggered Lipids for Liposomal Drug Delivery

Chemistry. 2021 Apr 21;27(23):6917-6922. doi: 10.1002/chem.202005332. Epub 2021 Feb 22.

Abstract

Liposomes are versatile three-dimensional, biomaterial-based frameworks that can spatially enclose a variety of organic and inorganic biomaterials for advanced targeted-delivery applications. Implementation of external-stimuli-controlled release of their cargo will significantly augment their wide application for liposomal drug delivery. This paper presents the synthesis of a carbohydrate-derived lipid, capable of changing its conformation depending on the presence of Zn2+ : an active state in the presence of Zn2+ ions and back to an inactive state in the absence of Zn2+ or when exposed to Na2 EDTA, a metal chelator with high affinity for Zn2+ ions. This is the first report of a lipid triggered by the presence of a metal chelator. Total internal reflection fluorescence microscopy and a single-liposome study showed that it indeed was possible for the lipid to be incorporated into the bilayer of stable liposomes that remained leakage-free for the fluorescent cargo of the liposomes. On addition of EDTA to the liposomes, their fluorescent cargo could be released as a result of the membrane-incorporated lipids undergoing a conformational change.

Keywords: carbohydrates; drug delivery; lipids; liposomes; zinc.

MeSH terms

  • Carbohydrates
  • Chelating Agents
  • Drug Delivery Systems*
  • Liposomes*
  • Membrane Lipids

Substances

  • Carbohydrates
  • Chelating Agents
  • Liposomes
  • Membrane Lipids