High impact information on triphenylphosphane

• By covalently joining HE to a hexyl triphenylphosphonium cation (Mito-HE), the HE moiety can be targeted to mitochondria [1].
• This antioxidant, named mitoQ, is a ubiquinone derivative targeted to mitochondria by covalent attachment to a lipophilic triphenylphosphonium cation through an aliphatic carbon chain [2].
• Several membrane potential probes, 1-anilino-8-naphthalenesulfonate, 3,3'-dipropylthiodicarbocyanine iodide, and an electron paramagnetic resonant triphenylphosphonium derivative, provide qualitative evidence for the development of a membrane potential [3].
• Micellar properties of binary mixtures of hexadecyldiethylethanolammonium bromide surfactant with tetradecyldimethylammonium, trimethylammonium, triphenylphosphonium, diethylethanolammonium, and pyridinium bromide surfactants have been characterized employing conductometric and fluorescence techniques [4].
• TPP cations accumulate within mitochondria driven by the membrane potential (Deltapsi), the predominant component of Deltap [5].

Biological context of triphenylphosphane

• Lipophilic triphenylphosphonium cations as tools in mitochondrial bioenergetics and free radical biology [6].

Anatomical context of triphenylphosphane

• To overcome this problem we developed a strategy to target bioactive molecules to mitochondria by attachment to the lipophilic triphenylphosphonium cation through an alkyl linker [7].
• Driven by the large mitochondrial membrane potential, the TPP cation concentrates MitoQ several hundred-fold within mitochondria, selectively preventing mitochondrial oxidative damage [8].

Associations of triphenylphosphane with other chemical compounds

• The mitochondria-targeted antioxidant MitoQ comprises a ubiquinol moiety covalently attached through an aliphatic carbon chain to the lipophilic triphenylphosphonium cation [9].
• To see whether lipophilic dications could be taken up by mitochondria and cells, we made a series of bistriphenylphosphonium cations comprising two triphenylphosphonium moieties linked by a 2-, 4-, 5-, 6- or 10-carbon methylene bridge [10].

Gene context of triphenylphosphane

• We also determined whether conjugation of the lipophilic cation TPP (triphenylphosphonium) to penetratin or Tat facilitated their uptake into mitochondria, since TPP leads to uptake of attached molecules into mitochondria driven by the membrane potential [11].
• The chemical method of charge localization by triphenylphosphonium derivative formation at one end of the peptide is shown to be useful for investigating fragmentation mechanisms in FAB CAD MS/MS [12].

Analytical, diagnostic and therapeutic context of triphenylphosphane

• Mitochondrial proteins that have been modified are identified by decreased labeling with IBTP using two-dimensional SDS-PAGE followed by immunoblotting with an antibody directed against the triphenylphosphonium moiety of the IBTP molecule [13].
• After cleavage and deprotection of the PNA from the resin, the presence of the TPP group resulted in a clean separation of radioiodinated PNA from unlabeled PNA, yielding a high-specific activity probe in a single HPLC run [14].

References