Gold-Triggered Uncaging Chemistry in Living Systems

Angew Chem Int Ed Engl. 2017 Oct 2;56(41):12548-12552. doi: 10.1002/anie.201705609. Epub 2017 Aug 9.

Abstract

Recent advances in bioorthogonal catalysis are increasing the capacity of researchers to manipulate the fate of molecules in complex biological systems. A bioorthogonal uncaging strategy is presented, which is triggered by heterogeneous gold catalysis and facilitates the activation of a structurally diverse range of therapeutics in cancer cell culture. Furthermore, this solid-supported catalytic system enabled locally controlled release of a fluorescent dye into the brain of a zebrafish for the first time, offering a novel way to modulate the activity of bioorthogonal reagents in the most fragile and complex organs.

Keywords: bioorthogonal; fluorescent probes; gold; heterogeneous catalysis; prodrugs.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • A549 Cells
  • Animals
  • Antineoplastic Agents / administration & dosage*
  • Antineoplastic Agents / pharmacokinetics
  • Brain / metabolism
  • Catalysis
  • Delayed-Action Preparations / chemistry*
  • Fluorescent Dyes / administration & dosage*
  • Fluorescent Dyes / pharmacokinetics
  • Gold / chemistry*
  • Humans
  • Zebrafish

Substances

  • Antineoplastic Agents
  • Delayed-Action Preparations
  • Fluorescent Dyes
  • Gold