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Merck
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重要文件

906107

Sigma-Aldrich

(9-Aminononyl)triphenylphosphonium bromide

90%

同義詞:

Aminononane TPP mitochondrial tag, Mitochondria-targeting probe building block, Phosphonium lipocation tag

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About This Item

經驗公式(希爾表示法):
C27H35BrNP
分子量::
484.45
分類程式碼代碼:
12352200
暫時無法取得訂價和供貨情況

化驗

90%

形狀

powder

儲存溫度

2-8°C

SMILES 字串

NCCCCCCCCC[P+](C1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=CC=C3.[Br-]

應用

Mitochondria perform several functions in the cell, and dysfunction has been implicated in various organ systems and disease states, including neurodegenerative disorders, cardiovascular diseases, and cancers. The targeting of small molecules to the mitochondria can help to probe and better understand this relationship or to increase therapeutic efficacy by concentrating a drug at its site of action and reducing off-target effects. This bromohexane triphenylphosphine (TPP) tag is conjugated to small molecules to localize them to the mitochondria in cells where the TPP cations facilitate both cellular uptake and accumulation in the mitochondria.

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable


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Marcel Culcasi et al.
Journal of medicinal chemistry, 56(6), 2487-2499 (2013-02-27)
A series of mitochondria targeted α-aminophosphonates combining a diethoxyphosphoryl group and an alkyl chain-connected triphenylphosphonium bromide tail were designed and synthesized, and their pH-sensitive (31)P NMR properties and biological activities in vitro and in vivo were evaluated. The results showed
Changwook Lee et al.
Journal of the American Chemical Society, 137(13), 4358-4367 (2015-03-19)
The mitochondrial pool of Hsp90 and its mitochondrial paralogue, TRAP1, suppresses cell death and reprograms energy metabolism in cancer cells; therefore, Hsp90 and TRAP1 have been suggested as target proteins for anticancer drug development. Here, we report that the actual
Yon Ju-Nam et al.
Organic & biomolecular chemistry, 4(23), 4345-4351 (2006-11-15)
We report the synthesis and structural characterisation of a new family of stable phosphonioalkylthiosulfate zwitterions, R3P+ (CH2)nS2O3- (R = Ph or Bu, n = 3,4,6, 8 or 10) which behave as cationic masked thiolate ligands with applications in the functionalisation
Michael P Murphy
Biochimica et biophysica acta, 1777(7-8), 1028-1031 (2008-04-29)
Mitochondrial function and dysfunction contributes to a range of important aspects of biomedical research. Consequently there is considerable interest in developing approaches to modify and report on mitochondria in cells and in vivo. One approach has been to target bioactive
Friedrich Kreyenschmidt et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 24(5), 1168-1177 (2017-11-08)
The combination of CoCl2 and 1,3-dienes is known to catalyze challenging alkyl-alkyl cross-coupling reactions between Grignard reagents and alkyl halides, but the mechanism of these valuable transformations remains speculative. Herein, electrospray-ionization mass spectrometry is used to identify and characterize the

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