PUBLICATION

Copper Catalysis in Living Systems and In Situ Drug Synthesis

Authors
Clavadetscher, J., Hoffmann, S., Lilienkampf, A., Mackay, L., Yusop, R.M., Rider, S.A., Mullins, J.J., Bradley, M.
ID
ZDB-PUB-161120-6
Date
2016
Source
Angewandte Chemie (International ed. in English)   55(50): 15662-15666 (Journal)
Registered Authors
Mullins, John, Rider, Sebastien
Keywords
bioorthogonal chemistry, copper, heterogeneous catalysis, prodrugs
MeSH Terms
  • Alkynes/chemical synthesis
  • Alkynes/chemistry*
  • Animals
  • Antineoplastic Agents/chemical synthesis
  • Antineoplastic Agents/chemistry*
  • Azides/chemical synthesis
  • Azides/chemistry*
  • Catalysis
  • Cell Line
  • Click Chemistry/methods*
  • Copper
  • Cycloaddition Reaction/methods*
  • Fluorescent Dyes/chemical synthesis
  • Fluorescent Dyes/chemistry*
  • HeLa Cells
  • Humans
  • Metal Nanoparticles/chemistry
  • Triazoles/chemical synthesis
  • Triazoles/chemistry*
  • Zebrafish
PubMed
27860120 Full text @ Angew. Chem. Int. Ed. Engl.
Abstract
The copper-catalyzed azide-alkyne cycloaddition (CuAAC) reaction has proven to be a pivotal advance in chemical ligation strategies with applications ranging from polymer fabrication to bioconjugation. However, application in vivo has been limited by the inherent toxicity of the copper catalyst. Herein, we report the application of heterogeneous copper catalysts in azide-alkyne cycloaddition processes in biological systems ranging from cells to zebrafish, with reactions spanning from fluorophore activation to the first reported in situ generation of a triazole-containing anticancer agent from two benign components, opening up many new avenues of exploration for CuAAC chemistry.
Genes / Markers
Figures
Expression
Phenotype
Mutations / Transgenics
Human Disease / Model
Sequence Targeting Reagents
Fish
Antibodies
Orthology
Engineered Foreign Genes
Mapping