Lipophilic ion aromaticity is not important for permeability across lipid membranes
Autor: | Vadim N. Tashlitsky, Elena A. Kotova, Yuri N. Antonenko, Victor B. Luzhkov, Tatyana I. Rokitskaya, Galina A. Korshunova, Ekaterina V. Aleksandrova, Roman S. Kirsanov |
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Rok vydání: | 2020 |
Předmět: |
Lipid Bilayers
Biophysics Fluorescence correlation spectroscopy 02 engineering and technology 010402 general chemistry 01 natural sciences Biochemistry Permeability Membrane Lipids Onium Compounds Organophosphorus Compounds Lipid bilayer Alkyl Membrane potential chemistry.chemical_classification Chemistry Bilayer Trityl Compounds Cell Biology Permeation 021001 nanoscience & nanotechnology 0104 chemical sciences Membrane Permeability (electromagnetism) 0210 nano-technology |
Zdroj: | Biochimica et biophysica acta. Biomembranes. 1863(1) |
ISSN: | 1879-2642 |
Popis: | To clarify the contribution of charge delocalization in a lipophilic ion to the efficacy of its permeation through a lipid membrane, we compared the behavior of alkyl derivatives of triphenylphosphonium, tricyclohexylphosphonium and trihexylphosphonium both in natural and artificial membranes. Exploring accumulation of the lipophilic cations in response to inside-negative membrane potential generation in mitochondria by using an ion-selective electrode revealed similar mitochondrial uptake of butyltricyclohexylphosphonium (C4TCHP) and butyltriphenylphosphonium (C4TPP). Fluorescence correlation spectroscopy also demonstrated similar membrane potential-dependent accumulation of fluorescein derivatives of tricyclohexyldecylphosphonium and decyltriphenylphosphonium in mitochondria. The rate constant of lipophilic cation translocation across the bilayer lipid membrane (BLM), measured by the current relaxation method, moderately increased in the following sequence: trihexyltetradecylphosphonium ([P6,6,6,14]) |
Databáze: | OpenAIRE |
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