Bioorthogonal chemistry for (68) Ga radiolabelling of DOTA-containing compounds

J Labelled Comp Radiopharm. 2014 Apr;57(4):291-7. doi: 10.1002/jlcr.3153. Epub 2013 Dec 5.

Abstract

Copper-catalysed 'click' chemistry is a highly utilised technique for radiolabelling small molecules and peptides for imaging applications. The usefulness of these reactions falls short, however, when metal catalysis is not a practically viable route; such as when using metal chelates as radioligands. Here, we describe a method for carrying out 'click-type' radiochemistry in the presence of DOTA chelates, by combining (68) Ga radiolabelling techniques with well-established bioorthogonal reactions, which do not rely upon metal catalysis.

Keywords: Bioorthogonal chemistry; DOTA; Gallium-68; azide; click chemistry; cyclooctyne; norbornene; strained alkene; tetrazine.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Azides / chemistry
  • Chelating Agents / chemistry
  • Click Chemistry*
  • Drug Design
  • Gallium Radioisotopes / chemistry
  • Heterocyclic Compounds, 1-Ring / chemistry*
  • Isotope Labeling / methods*
  • Positron-Emission Tomography
  • Pyrazines / chemistry
  • Radiochemistry / methods*
  • Radiopharmaceuticals / chemistry*

Substances

  • Azides
  • Chelating Agents
  • Gallium Radioisotopes
  • Heterocyclic Compounds, 1-Ring
  • Pyrazines
  • Radiopharmaceuticals
  • 1,4,7,10-tetraazacyclododecane- 1,4,7,10-tetraacetic acid