Cell surface clicking of antibody-recruiting polymers to metabolically azide-labeled cancer cells

Chem Commun (Camb). 2019 Sep 10;55(73):10952-10955. doi: 10.1039/c9cc03379c.

Abstract

Triggering antibody-mediated innate immune mechanisms to kill cancer cells is an attractive therapeutic avenue. In this context, recruitment of endogenous antibodies to the cancer cell surface could be a viable alternative to the use of monoclonal antibodies. We report on antibody-recruiting polymers containing multiple antibody-binding hapten motifs and cyclooctynes that can covalently conjugate to azides introduced onto the glycocalyx of cancer cells by metabolic labeling with azido sugars.

MeSH terms

  • Acrylic Resins / chemical synthesis
  • Acrylic Resins / chemistry*
  • Animals
  • Antibodies / immunology*
  • Azides / chemistry
  • Azides / metabolism*
  • Cell Line, Tumor
  • Click Chemistry
  • Cycloaddition Reaction
  • Cyclooctanes / chemical synthesis
  • Cyclooctanes / chemistry
  • Dinitrobenzenes / chemical synthesis
  • Dinitrobenzenes / chemistry
  • Dinitrobenzenes / immunology*
  • Fluorescence
  • Fluorescent Dyes / chemistry
  • Glycocalyx / metabolism
  • Hexosamines / chemistry
  • Hexosamines / metabolism*
  • Humans
  • Mice
  • Microscopy, Confocal / methods
  • Microscopy, Fluorescence / methods
  • Proof of Concept Study
  • Spheroids, Cellular / metabolism

Substances

  • Acrylic Resins
  • Antibodies
  • Azides
  • Cyclooctanes
  • Dinitrobenzenes
  • Fluorescent Dyes
  • Hexosamines
  • N-azidoacetylmannosamine