Bola-Amphiphilic Glycodendrimers: New Carbohydrate-Mimicking Scaffolds to Target Carbohydrate-Binding Proteins

Chemistry. 2022 Oct 18;28(58):e202201400. doi: 10.1002/chem.202201400. Epub 2022 Aug 26.

Abstract

Dendrimers are appealing scaffolds for creating carbohydrate mimics with unique multivalent cooperativity. We report here novel bola-amphiphilic glycodendrimers bearing mannose and glucose terminals, and a hydrophobic thioacetal core responsive to reactive oxygen species. The peculiar bola-amphiphilic feature enabled stronger binding to lectin compared to conventional amphiphiles. In addition, these dendrimers are able to target mannose receptors and glucose transporters expressed at the surface of cells, thus allowing effective and specific cellular uptake. This highlights their great promise for targeted delivery.

Keywords: bola-amphiphiles; glucose transporters; glycodendrimers; mannose receptors; targeted delivery.

MeSH terms

  • Carbohydrates / chemistry
  • Dendrimers* / chemistry
  • Glucose
  • Lectins / chemistry
  • Mannose* / chemistry
  • Reactive Oxygen Species

Substances

  • Mannose
  • Dendrimers
  • Reactive Oxygen Species
  • Carbohydrates
  • Lectins
  • Glucose