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Merck
CN

905186

Sigma-Aldrich

(9-Bromononyl)triphenylphosphonium bromide

别名:

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

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About This Item

经验公式(希尔记法):
C27H33Br2P
CAS号:
分子量:
548.33
UNSPSC代码:
12352200

形式

liquid

储存温度

2-8°C

InChI

1S/C27H33BrP.BrH/c28-23-15-4-2-1-3-5-16-24-29(25-17-9-6-10-18-25,26-19-11-7-12-20-26)27-21-13-8-14-22-27;/h6-14,17-22H,1-5,15-16,23-24H2;1H/q+1;/p-1

InChI key

ACKJFSDDEOFXHT-UHFFFAOYSA-M

应用

Mitochondria perform several functions in the cell, and dysfunction has been implicated in various organ systems and disease states, including neurodegenerative disorders and cancers. The targeting of small molecules to the mitochondria can help to probe and better understand this relationship. This bromononane 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.

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

法规信息

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Francisco José Fueyo González et al.
Journal of medicinal chemistry, 60(4), 1509-1522 (2017-01-24)
We investigated a chemical strategy to boost the trypanocidal activity of 2,4-dihydroxybenzoic acid (2,4-DHBA)- and salicylhydroxamic acid (SHAM)-based trypanocides with triphenylphosphonium and quinolinium lipophilic cations (LC). Three series of LC conjugates were synthesized that were active in the submicromolar (5a-d
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

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