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Tetraphenylphosphonium bromide

Name: Tetraphenylphosphonium bromide
Brand: ALDRICH

97%

Synonym(s):

Tetraphenylphosphorus bromide

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About This Item

Linear Formula:

(C₆H₅)₄P(Br)

CAS Number:

2751-90-8

Molecular Weight:

419.29

Beilstein:

3922383

EC Number:

220-393-4

MDL number:

MFCD00011915

UNSPSC Code:

12352002

PubChem Substance ID:

24853088

NACRES:

NA.22

Quality Level

100

Assay

97%

form

solid

mp

295-300 °C (lit.)

SMILES string

[Br-].c1ccc(cc1)[P+](c2ccccc2)(c3ccccc3)c4ccccc4

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

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The Journal of Physical Chemistry, 96, 7137-7137 (1992)

Penetrating cation/fatty acid anion pair as a mitochondria-targeted protonophore.

Fedor F Severin et al.

Proceedings of the National Academy of Sciences of the United States of America, 107(2), 663-668 (2010-01-19)

A unique phenomenon of mitochondria-targeted protonophores is described. It consists in a transmembrane H(+)-conducting fatty acid cycling mediated by penetrating cations such as 10-(6'-plastoquinonyl)decyltriphenylphosphonium (SkQ1) or dodecyltriphenylphosphonium (C(12)TPP). The phenomenon has been modeled by molecular dynamics and directly proved by

Capillary electrophoresis of chitooligosaccharides in acidic solution: simple determination using a quaternary-ammonium-modified column and indirect photometric detection with crystal violet.

Toshiaki Hattori et al.

Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 878(3-4), 477-480 (2009-12-17)

Five chitosan oligosaccharides were separated in acidic aqueous solution by capillary electrophoresis (CE) with indirect photometric detection using a positively coated capillary. Electrophoretic mobility of the chitooligosaccharides (COSs) depended on the number of monomer units in acidic aqueous solution, similar

4-[18F]-tetraphenylphosphonium as a PET tracer for myocardial mitochondrial membrane potential.

Gagandeep S Gurm et al.

JACC. Cardiovascular imaging, 5(3), 285-292 (2012-03-17)

This study tested the hypothesis that 4-[(18)F]fluorophenyltriphenylphosphonium ((18)F-TPP) is useful for in vivo positron emission tomography (PET) measurement of mitochondrial membrane potential (ΔΨm). Its utility as a blood flow tracer also was evaluated. Tetraphenylphosphonium is useful for in vitro measurement

The role of P-glycoprotein in intestinal transport versus the BBB transport of tetraphenylphosphonium.

Avi Swed et al.

Molecular pharmaceutics, 6(6), 1883-1890 (2009-09-03)

Tetraphenylphosphonium (TPP), a phosphonium cation, is a promising means for tumor imaging. A major contributor to the pharmacokinetics of phosphonium cations is the efflux transporter P-glycoprotein (P-gp). For this application it is important to ascertain the influence of the multidrug

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