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Glyco-functionalized dinuclear rhenium(i) complexes for cell imaging.

Alessandro Palmioli1, Alessandro Aliprandi, Dedy Septiadi

  • 1Department of Chemistry, Università degli Studi di Milano, Via Golgi 19, 20133 Milano, Italy. monica.panigati@unimi.it.

Organic & Biomolecular Chemistry
|January 31, 2017
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Summary

Researchers developed new luminescent rhenium complexes (Glyco-Re) for bio-imaging. These complexes show excellent cell permeability, organelle selectivity, and fast internalization, making them promising phosphorescent probes for cell imaging applications.

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Area of Science:

  • Inorganic Chemistry
  • Bioinorganic Chemistry
  • Materials Science

Background:

  • Luminescent dinuclear rhenium complexes offer unique photophysical properties.
  • Glycosylated ligands can enhance cellular uptake and targeting of metal complexes.
  • Developing novel probes for bio-imaging requires careful design of molecular structures and functionalities.

Purpose of the Study:

  • To design, synthesize, and characterize novel luminescent glycosylated luminophores based on dinuclear rhenium complexes (Glyco-Re).
  • To investigate the photophysical properties and bio-imaging capabilities of these new Glyco-Re derivatives.
  • To evaluate the cellular internalization, organelle selectivity, and cytotoxicity of the synthesized complexes in human cervical adenocarcinoma (HeLa) cells.

Main Methods:

  • Synthesis of four new Glyco-Re derivatives with the general formula [Re2(μ-Cl)2(CO)6(μ-pydz-R)] using various synthetic pathways, including neo-glycorandomization.
  • Stereoselective synthesis of glyco-conjugates with glucose and maltose in the β anomeric configuration.
  • Comprehensive characterization of the synthesized Glyco-Re conjugates, including photophysical property analysis and cellular internalization experiments.

Main Results:

  • Successful synthesis and characterization of four Glyco-Re derivatives and a multivalent glycodendron.
  • Demonstrated interesting bio-imaging properties, including high cell permeability, organelle selectivity, low cytotoxicity, and fast internalization.
  • Glyco-Re complexes exhibited efficient phosphorescence suitable for cell imaging.

Conclusions:

  • The novel Glyco-Re complexes are effective phosphorescent probes for cell imaging.
  • The glycosylation strategy enhances the bio-imaging potential of dinuclear rhenium complexes.
  • These findings open avenues for developing advanced bio-imaging agents.