Firefly Luciferin-Inspired Biocompatible Chemistry for Protein Labeling and In Vivo Imaging

Chemistry. 2018 Apr 17;24(22):5707-5722. doi: 10.1002/chem.201704349. Epub 2017 Dec 13.

Abstract

Biocompatible reactions have emerged as versatile tools to build various molecular imaging probes that hold great promise for the detection of biological processes in vitro and/or in vivo. In this Minireview, we describe the recent advances in the development of a firefly luciferin-inspired biocompatible reaction between cyanobenzothiazole (CBT) and cysteine (Cys), and highlight its versatility to label proteins and build multimodality molecular imaging probes. The review starts from the general introduction of biocompatible reactions, which is followed by briefly describing the development of the firefly luciferin-inspired biocompatible chemistry. We then discuss its applications for the specific protein labeling and for the development of multimodality imaging probes (fluorescence, bioluminescence, MRI, PET, photoacoustic, etc.) that enable high sensitivity and spatial resolution imaging of redox environment, furin and caspase-3/7 activity in living cells and mice. Finally, we offer the conclusions and our perspective on the various and potential applications of this reaction. We hope that this review will contribute to the research of biocompatible reactions for their versatile applications in protein labeling and molecular imaging.

Keywords: biocompatible chemistry; luciferin; molecular imaging; protein labeling; self-assembly.

Publication types

  • Review

MeSH terms

  • Animals
  • Benzothiazoles / chemistry
  • Caspases / metabolism*
  • Cyclobutanes / pharmacology*
  • Cysteine / chemistry
  • Firefly Luciferin / chemistry*
  • Luciferases, Firefly / metabolism
  • Mice
  • Molecular Imaging / methods
  • Nitriles / chemistry
  • Proteins / chemistry*

Substances

  • 2-cyanobenzothiazole
  • Benzothiazoles
  • Cyclobutanes
  • Nitriles
  • Proteins
  • Firefly Luciferin
  • Luciferases, Firefly
  • Caspases
  • Cysteine