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Improvement of the mitochondria-targeted mass spectrometry probe MitoB and development of the lipophilic triphenhylphosphonium cation as a mitochondrial delivery vector

Subject Area Biochemistry
Analytical Chemistry
Cell Biology
Term from 2015 to 2017
Project identifier Deutsche Forschungsgemeinschaft (DFG) - Project number 283290811
 
Final Report Year 2017

Final Report Abstract

This work aimed at the improvement of a mitochondria-targeted H2O2 probe, triphenylphosphonium (TPP) monocation MitoB. For this purpose, click chemistry was introduced to form a TPP dication in mitochondria, which is expected be retained longer. Two monocations, one with an azide and the other a cyclooctyne moiety, undertake a click reaction in mitochondria, forming a 1,2,3-triazole dication MitoB-Click. Interestingly, the relatively hydrophilic long-chain MitoB-Click was taken up well in the in vitro experiment and was additionally more extensively retained in cells over the related monocation. Hence, MitoB-Click was developed straightforward as a probe to target in vivo H2O2. This work provided hints for dication design, a strategy in preventing efflux of TPP probes from cells.

 
 

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