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2751-90-8 | Phosphonium, tetraphenyl-, bromide (1:1)
CAS No: 2751-90-8 Catalog No: AG002TZY MDL No:MFCD00011915
Product Description
Catalog Number:
AG002TZY
Chemical Name:
Phosphonium, tetraphenyl-, bromide (1:1)
CAS Number:
2751-90-8
Molecular Formula:
C24H20BrP
Molecular Weight:
419.2934
MDL Number:
MFCD00011915
IUPAC Name:
tetraphenylphosphanium;bromide
InChI:
InChI=1S/C24H20P.BrH/c1-5-13-21(14-6-1)25(22-15-7-2-8-16-22,23-17-9-3-10-18-23)24-19-11-4-12-20-24;/h1-20H;1H/q+1;/p-1
InChI Key:
BRKFQVAOMSWFDU-UHFFFAOYSA-M
SMILES:
c1ccc(cc1)[P+](c1ccccc1)(c1ccccc1)c1ccccc1.[Br-]
EC Number:
220-393-4
NSC Number:
115672
Properties
Complexity:
301
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
2
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
418.049g/mol
Formal Charge:
0
Heavy Atom Count:
26
Hydrogen Bond Acceptor Count:
1
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
419.302g/mol
Monoisotopic Mass:
418.049g/mol
Rotatable Bond Count:
4
Topological Polar Surface Area:
0A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
Literature
| Title | Journal |
|---|---|
| Spectroscopic analysis of small multidrug resistance protein EmrE in the presence of various quaternary cation compounds. | Biochimica et biophysica acta 20120501 |
| Programmed cell death in plants: protective effect of tetraphenylphosphonium and tetramethylrhodamine cations used as transmembrane quinone carriers. | Biochemistry. Biokhimiia 20120401 |
| 4-[18F]-tetraphenylphosphonium as a PET tracer for myocardial mitochondrial membrane potential. | JACC. Cardiovascular imaging 20120301 |
| Lipophilic phosphonium-lanthanide compounds with magnetic, luminescent, and tumor targeting properties. | Journal of inorganic biochemistry 20120201 |
| Mitochondrial membrane potential (ΔΨ) fluctuations associated with the metabolic states of mitochondria. | Methods in molecular biology (Clifton, N.J.) 20120101 |
| Continuous real-time monitoring of cationic porphyrin-induced photodynamic inactivation of bacterial membrane functions using electrochemical sensors. | Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology 20110701 |
| Assessment of the activity of RND-type multidrug efflux pumps in Pseudomonas aeruginosa using tetraphenylphosphonium ions. | International journal of antimicrobial agents 20100901 |
| Extracellular signal-regulated kinase and GEF-H1 mediate depolarization-induced Rho activation and paracellular permeability increase. | American journal of physiology. Cell physiology 20100601 |
| Multimeric forms of the small multidrug resistance protein EmrE in anionic detergent. | Biochimica et biophysica acta 20100301 |
| Capillary electrophoresis of chitooligosaccharides in acidic solution: simple determination using a quaternary-ammonium-modified column and indirect photometric detection with crystal violet. | Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20100201 |
| The role of P-glycoprotein in intestinal transport versus the BBB transport of tetraphenylphosphonium. | Molecular pharmaceutics 20090101 |
| Effects of dietary polyunsaturated fatty acids on mitochondrial metabolism in mammalian hibernation. | The Journal of experimental biology 20080801 |
| Identification of a glycine motif required for packing in EmrE, a multidrug transporter from Escherichia coli. | The Journal of biological chemistry 20080502 |
| MAS solid-state NMR studies on the multidrug transporter EmrE. | Biochimica et biophysica acta 20071201 |
| Enhanced antileukemic activity of the novel complex 2,5-dihydroxybenzoate molybdenum(VI) against 2,5-dihydroxybenzoate, polyoxometalate of Mo(VI), and tetraphenylphosphonium in the human HL-60 and K562 leukemic cell lines. | Journal of medicinal chemistry 20070322 |
| Mg2+ release coupled to Ca2+ uptake: a novel Ca 2+ accumulation mechanism in rat liver. | Molecular and cellular biochemistry 20070101 |
| Moderate dependence of ROS formation on DeltaPsim in isolated brain mitochondria supported by NADH-linked substrates. | Neurochemical research 20070101 |
| Degradation of tetraphenylphosphonium bromide at high pH and its effect on radionuclide solubility. | Chemosphere 20070101 |
| Tetraphenylphosphonium-selective electrode as a tool for evaluating mitochondrial permeability transition pore function in isolated rat hepatocytes. | General physiology and biophysics 20060901 |
| Inhibition of cardiac contractility by 5-hydroxydecanoate and tetraphenylphosphonium ion: a possible role of mitoKATP in response to inotropic stress. | American journal of physiology. Heart and circulatory physiology 20060701 |
| The direct physiological effects of mitoK(ATP) opening on heart mitochondria. | American journal of physiology. Heart and circulatory physiology 20060101 |
| Exploring the binding domain of EmrE, the smallest multidrug transporter. | The Journal of biological chemistry 20050923 |
| New transport assay demonstrates vesicular acetylcholine transporter has many alternative substrates. | Neurochemistry international 20050901 |
| Microbiology. Translocation of anthrax toxin: lord of the rings. | Science (New York, N.Y.) 20050729 |
| A phenylalanine clamp catalyzes protein translocation through the anthrax toxin pore. | Science (New York, N.Y.) 20050729 |
| Comparative kinetic analysis reveals that inducer-specific ion release precedes the mitochondrial permeability transition. | Biochimica et biophysica acta 20050715 |
| Substrate-induced tryptophan fluorescence changes in EmrE, the smallest ion-coupled multidrug transporter. | Biochemistry 20050517 |
| A new strategy to screen molecular imaging probe uptake in cell culture without radiolabeling using matrix-assisted laser desorption/ionization time-of-flight mass spectrometry. | Journal of nuclear medicine : official publication, Society of Nuclear Medicine 20050501 |
| Exploring the role of a unique carboxyl residue in EmrE by mass spectrometry. | The Journal of biological chemistry 20050304 |
| EmrE, a multidrug transporter from Escherichia coli, transports monovalent and divalent substrates with the same stoichiometry. | The Journal of biological chemistry 20041119 |
| Carvedilol-mediated antioxidant protection against doxorubicin-induced cardiac mitochondrial toxicity. | Toxicology and applied pharmacology 20041015 |
| Cyclophilin-D promotes the mitochondrial permeability transition but has opposite effects on apoptosis and necrosis. | The Biochemical journal 20041001 |
| Cell signalling-mediating insulin increase of mRNA expression for cationic amino acid transporters-1 and -2 and membrane hyperpolarization in human umbilical vein endothelial cells. | Pflugers Archiv : European journal of physiology 20040701 |
| Tetraphenylphosphonium as a novel molecular probe for imaging tumors. | Journal of nuclear medicine : official publication, Society of Nuclear Medicine 20040401 |
| The membrane potential of the intraerythrocytic malaria parasite Plasmodium falciparum. | The Journal of biological chemistry 20040319 |
| Role of a conserved membrane-embedded acidic residue in the multidrug transporter MdfA. | Biochemistry 20040120 |
| Adsorption of phenanthrene on organoclays from distilled and saline water. | Journal of colloid and interface science 20040115 |
| [Analysis of the kinetics of Ca2+ signals in Ehrlich ascites tumor cells upon the inhibition of the mitochondrial Na+/Ca2+ exchanger]. | Biofizika 20040101 |
| Mitochondrial membrane potentials in ischemic hearts. | Archives of biochemistry and biophysics 20031215 |
| Tellurite uptake by cells of the facultative phototroph Rhodobacter capsulatus is a Delta pH-dependent process. | FEBS letters 20031120 |
| Potassium and tetraphenylphosphonium ion-selective electrodes for monitoring changes in the permeability of bacterial outer and cytoplasmic membranes. | Journal of microbiological methods 20030701 |
| Characterization of an archaeal multidrug transporter with a unique amino acid composition. | The Journal of biological chemistry 20030404 |
| Passive penetration of nitrate through the plasma membrane of Paracoccus denitrificans and its potentiation by the lipophilic tetraphenylphosphonium cation. | Biochimica et biophysica acta 20030306 |
| Inhibition by phenylglyoxal of nitrate transport in Paracoccus denitrificans: a comparison with the effect of a protonophorous uncoupler. | Archives of biochemistry and biophysics 20030115 |
| Rapid stimulation of L-arginine transport by D-glucose involves p42/44(mapk) and nitric oxide in human umbilical vein endothelium. | Circulation research 20030110 |
| Acute mitochondrial and chronic toxicological effects of 1-methyl-4-phenylpyridinium in human neuroblastoma cells. | Neurotoxicology 20021001 |
| Electrophoretic mobilities of large organic ions in nonaqueous solvents: determination by capillary electrophoresis in propylene carbonate, N,N-dimethylformamide, N,N,-dimethylacetamide, acetonitrile and methanol. | Electrophoresis 20020201 |
| Functional analysis of novel multidrug transporters from human pathogens. | The Journal of biological chemistry 20011221 |
| Evidence for simultaneous binding of dissimilar substrates by the Escherichia coli multidrug transporter MdfA. | Biochemistry 20011023 |
| Generation of a proton potential by succinate dehydrogenase of Bacillus subtilis functioning as a fumarate reductase. | European journal of biochemistry 20010501 |
| A single carboxyl mutant of the multidrug transporter EmrE is fully functional. | The Journal of biological chemistry 20010420 |
| The ostensible paradox of multidrug recognition. | Journal of molecular microbiology and biotechnology 20010401 |
| Methamphetamine-induced rapid and reversible changes in dopamine transporter function: an in vitro model. | The Journal of neuroscience : the official journal of the Society for Neuroscience 20010215 |
| Comparison of binding of tetraphenylborate and tetraphenylphosphonium ions to cyclodextrins studied by capillary electrophoresis. | Electrophoresis 20010101 |
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