Bioorthogonal Decaging Reactions for Targeted Drug Activation

Chimia (Aarau). 2018 Nov 30;72(11):771-776. doi: 10.2533/chimia.2018.771.

Abstract

Bioorthogonal decaging reactions are highly selective transformations which involve the cleavage of a protecting group from a molecule of interest. Decaging reactions can be classified into subgroups depending on the nature of the trigger; they can be photo-, metal- or small molecule-triggered. Due to their highly selective and biocompatible nature, they can be carried out in living systems as they do not interfere with any endogenous processes. This gain-of-function allows controlled activation of proteins and release of fluorophores and drugs in vivo. Although there are many examples of fluorophore/protein release, this review focuses on the application of bioorthogonal decaging reactions for targeted drug activation. One strategy for targeted drug delivery is tissue-selective activation of prodrugs and antibody-drug conjugates (ADCs). Bioorthogonal decaging provides a highly selective, controllable method for activating prodrugs and ADCs, reducing toxicity due to the off-target drug release that occurs in endogenous activation strategies. Here we focus on the development of bifunctional linkers that enable studies of bioorthogonal chemistry for activation of ADCs.

Publication types

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

MeSH terms

  • Activation, Metabolic*
  • Drug Delivery Systems / methods*
  • Fluorescent Dyes
  • Humans
  • Immunoconjugates / chemistry
  • Photochemical Processes
  • Prodrugs

Substances

  • Fluorescent Dyes
  • Immunoconjugates
  • Prodrugs