218782
Tetraphenylphosphonium bromide
97%, solid
Synonym(s):
Tetraphenylphosphorus bromide
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About This Item
Linear Formula:
(C6H5)4P(Br)
CAS Number:
Molecular Weight:
419.29
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352002
EC Number:
220-393-4
MDL number:
Beilstein/REAXYS Number:
3922383
Product Name
Tetraphenylphosphonium bromide, 97%
InChI key
BRKFQVAOMSWFDU-UHFFFAOYSA-M
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
SMILES string
[Br-].c1ccc(cc1)[P+](c2ccccc2)(c3ccccc3)c4ccccc4
assay
97%
form
solid
mp
295-300 °C (lit.)
Quality Level
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Application
Supporting electrolyte for the electroreduction of buckminsterfullerene.
Storage Class
11 - Combustible Solids
wgk
WGK 3
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dust mask type N95 (US), Eyeshields, Gloves
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The Journal of Physical Chemistry, 96, 7137-7137 (1992)
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
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
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
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