Decyl(triphenyl)phosphonium explained

Decyl(triphenyl)phosphonium (DTPP) is the organophosphorus cation with the formula C₁₀H₂₁P(C₆H₅)₃⁺. It is a lipophilic quaternary phosphonium cation. It forms the basis for many mitochondrial-targeted drugs, including MitoQ, MitoE, and SkQ. It binds to the mitochondrial matrix by insertion into the inner membrane.^{[1] [2]} DTPP itself can cause mitochondrial swelling in kidney tissue, an action possibly related to increased membrane permeability.^[3]

Further reading

• Zielonka . Jacek . Joseph . Joy . Sikora . Adam . Hardy . Micael . Ouari . Olivier . Vasquez-Vivar . Jeannette . Cheng . Gang . Lopez . Marcos . Kalyanaraman . Balaraman . Mitochondria-Targeted Triphenylphosphonium-Based Compounds: Syntheses, Mechanisms of Action, and Therapeutic and Diagnostic Applications . Chemical Reviews . 27 June 2017 . 117 . 15 . 10043–10120 . 10.1021/acs.chemrev.7b00042 . 5611849 . 28654243.

Notes and References

1. Murphy . MP . Targeting lipophilic cations to mitochondria. . Biochimica et Biophysica Acta (BBA) - Bioenergetics . 2008 . 1777 . 7–8 . 1028–31 . 10.1016/j.bbabio.2008.03.029 . 18439417. free .
2. Leo . S . Szabadkai . G . Rizzuto . R . The mitochondrial antioxidants MitoE(2) and MitoQ(10) increase mitochondrial Ca(2+) load upon cell stimulation by inhibiting Ca(2+) efflux from the organelle. . Annals of the New York Academy of Sciences . December 2008 . 1147 . 264–74 . 10.1196/annals.1427.019 . 19076448. 2676430 .
3. Gottwald . EM . Duss . M . Bugarski . M . Haenni . D . Schuh . CD . Landau . EM . Hall . AM . The targeted anti-oxidant MitoQ causes mitochondrial swelling in kidney tissue. It and depolarization in kidney tissue. . Physiological Reports . April 2018 . 6 . 7 . e13667 . 10.14814/phy2.13667 . 29611340. 5880956 .