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Bioorthogonal Phosphorogenic Rhenium(I) Polypyridine Sydnone Complexes for Specific Lysosome Labeling.

Justin Shum¹, Pei-Zhi Zhang¹, Lawrence Cho-Cheung Lee¹

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

|June 4, 2020

Summary

Researchers developed a luminescent rhenium(I) complex for bioorthogonal chemistry. This complex exhibits an emission turn-on via strain-promoted sydnone-alkyne cycloaddition (SPSAC) for bioimaging and phototherapy.

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Area of Science:

Bioorthogonal chemistry
Organometallic chemistry
Photochemistry

Background:

Bioorthogonal reactions enable precise molecular labeling in biological systems.
Luminescent probes offer advantages for cellular imaging and sensing.
Developing efficient bioorthogonal reactions for imaging and therapy remains a challenge.

Purpose of the Study:

To develop a novel luminescent probe for bioorthogonal applications.
To investigate the strain-promoted sydnone-alkyne cycloaddition (SPSAC) reaction for cellular imaging.
To explore the potential of this system in phototherapeutic applications.

Main Methods:

Synthesis of a rhenium(I) diimine complex featuring a sydnone moiety.
Utilizing the strain-promoted sydnone-alkyne cycloaddition (SPSAC) for bioorthogonal ligation.
Characterization of the luminescent properties and bioorthogonal reactivity of the complex.

Main Results:

The rhenium(I) complex demonstrated efficient emission quenching via the sydnone moiety.
Selective and rapid emission turn-on was achieved through SPSAC with a strained alkyne.
The system showed potential for selective targeting and imaging within a cellular environment.

Conclusions:

The developed luminescent rhenium(I) complex serves as a versatile platform for bioorthogonal chemistry.
The emission turn-on mechanism via SPSAC is effective for bioimaging applications.
This approach holds promise for future development in photodynamic therapy and targeted drug delivery.