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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:
Molecular Weight:
419.29
Beilstein/REAXYS Number:
3922383
EC Number:
MDL number:
UNSPSC Code:
12352002
PubChem Substance ID:
NACRES:
NA.22

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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Related Categories

Application

Supporting electrolyte for the electroreduction of buckminsterfullerene.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves


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The Journal of Physical Chemistry, 96, 7137-7137 (1992)
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Alteration in mitochondrial transmembrane potential (ΔΨ(m)) is an important characteristic of cancer. The observation that the enhanced negative mitochondrial potential is prevalent in tumor cell phenotype provides a conceptual basis for development of mitochondrion-targeting therapeutic drugs and molecular imaging probes.
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Journal of microbiology and biotechnology, 23(3), 430-435 (2013-03-07)
Multidrug resistance, especially multidrug efflux mechanisms that extrude structurally unrelated cytotoxic compounds from the cell by multidrug transporters, is a serious problem and one of the main reasons for the failure of therapeutic treatment of infections by pathogenic microorganisms as
Myocardial imaging for mitochondrial membrane potential.
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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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