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Sigma-Aldrich

Tetraphenylphosphonium bromide

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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Application

Supporting electrolyte for the electroreduction of buckminsterfullerene.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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The Journal of Physical Chemistry, 96, 7137-7137 (1992)
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
L A Vasil'ev et al.
Biochemistry. Biokhimiia, 77(4), 354-361 (2012-07-20)
Tetraphenylphosphonium (TPP(+)) and tetramethylrhodamine ethyl ester (TMRE(+)) cations used as transmembrane carriers of ubiquinone (MitoQ) and plastoquinone (SkQ, SkQR) in mitochondria prevented at nanomolar concentrations the chitosan- or H(2)O(2)-induced destruction of the nucleus in epidermal cells of epidermis isolated from
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
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
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