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IridiumIII Luminescent Probe for Detection of the Malarial Protein Biomarker Histidine Rich Protein-II
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Conferring Phosphorogenic Properties on Iridium(III)-Based Bioorthogonal Probes through Modification with a Nitrone

Lawrence Cho-Cheung Lee1, Jonathan Chun-Wai Lau1, Hua-Wei Liu1

  • 1Department of Biology and Chemistry, City University of Hong Kong, Tat Chee Avenue, Kowloon, Hong Kong, P.R. China.

Angewandte Chemie (International Ed. in English)
|December 1, 2015
PubMed
Summary

Novel iridium(III) complexes act as phosphorogenic bioorthogonal probes. These probes enable enhanced imaging of cyclooctyne-modified proteins in live cells, advancing bioorthogonal chemistry.

Keywords:
bioorthogonalimaging agentsiridiumnitronephosphorogenic probes

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Area of Science:

  • Bioorthogonal chemistry
  • Bioimaging
  • Organometallic chemistry

Background:

  • Fluorogenic and phosphorogenic probes are crucial for live-cell and in vivo biomolecule labeling and imaging.
  • Bioorthogonal reactions enable selective modification of biomolecules without interfering with native biological processes.

Purpose of the Study:

  • To design and synthesize novel iridium(III) complexes featuring a nitrone moiety as phosphorogenic bioorthogonal probes.
  • To investigate the emission properties and reaction kinetics of these probes with strained cyclooctynes.
  • To evaluate their utility as bioorthogonal labels for imaging cyclooctyne-modified proteins.

Main Methods:

  • Synthesis of three iridium(III) complexes incorporating a nitrone ligand.
  • Characterization of probe emission properties before and after reaction with strained cyclooctynes.
  • Kinetic studies to determine reaction rates.
  • Application of probes for imaging cyclooctyne-tagged proteins in cellular systems.

Main Results:

  • The designed iridium(III)-nitrone complexes were initially non-emissive due to C=N isomerization.
  • Significant emission enhancement was observed upon cycloaddition with strained cyclooctynes.
  • Attachment of the nitrone ligand to the iridium(III) center accelerated the reaction kinetics.
  • The probes successfully functioned as phosphorogenic bioorthogonal labels for imaging modified proteins.

Conclusions:

  • Iridium(III)-nitrone complexes represent a new class of phosphorogenic bioorthogonal probes.
  • These probes offer enhanced emission upon reaction, facilitating sensitive bioimaging.
  • The study contributes to the development of advanced tools for molecular imaging in biological systems.