Modifizierung der auf Mitochondrien gerichteten massenspektrometrisch erfassbaren Testsubstanz MitoB und Entwicklung der lipophilen Triphenhylphosphonium-Kation als mitochondrialen Vektor
Analytische Chemie
Zellbiologie
Zusammenfassung der Projektergebnisse
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.
