Glycol Chitosan Functionalized with a Gd(III) Chelate as a Redox-responsive Magnetic Resonance Imaging Probe to Label Cell Embedding Alginate Capsules

Chemistry. 2021 Aug 25;27(48):12289-12293. doi: 10.1002/chem.202101657. Epub 2021 Jul 9.

Abstract

One possibility for the non-invasive imaging of encapsulated cell grafts is to label the lumen of cell embedding capsules with a redox-responsive probe, as an increased extracellular reducing potential can be considered as a marker of hypoxia-induced necrosis. A Gd(III)-HPDO3A-like chelate has been conjugated to glycol-chitosan through a redox-responsive disulphide bond to obtain a contrast agent for Magnetic Resonance Imaging (MRI). Such a compound can be interspersed with fibroblasts within the lumen of alginate-chitosan capsules. Increasing reducing conditions within the extracellular microenvironment lead to the reductive cleavage of the disulphide bond and to the release of gadolinium in the form of a low molecular weight, non-ionic chelate. The efflux of such chelate from capsules is readily detected by a decrease of contrast enhancement in T1 -weighted MR images.

Keywords: MRI contrast agent; alginate; cell encapsulation; chitosan; redox-responsive.

MeSH terms

  • Alginates
  • Capsules
  • Chitosan*
  • Contrast Media
  • Magnetic Resonance Imaging
  • Oxidation-Reduction

Substances

  • Alginates
  • Capsules
  • Contrast Media
  • glycol-chitosan
  • Chitosan