癸基三苯基鏻
化合物
癸基三苯基鏻（DTPP）是一种有机磷阳离子，分子式为C10H21P(C6H5)3+。它是亲脂性季鏻阳离子。它是许多线粒体靶向药物的基础，包括MitoQ、MitoE和SkQ。它首先插入内膜，再与线粒体基质结合。[1][2]DTPP本身可以导致肾组织中的线粒体肿胀，可能与膜通透性的增加有关。[3]
| 癸基三苯基鏻 | |
|---|---|
| |
| IUPAC名 Dodecyltri(phenyl)phosphanium | |
| 别名 | Dodecyltriphenylphosphonium, C12TPP(+), DTPP |
| 识别 | |
| CAS号 | 17895-72-6 
|
| PubChem | 84956 |
| ChemSpider | 76637 |
| SMILES |
|
| ChEBI | 82636 |
| 性质 | |
| 化学式 | C30H40P+ |
| 摩尔质量 | 431.61 g·mol⁻¹ |
| 若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。 | |
常见盐类
编辑常见的癸基三苯基鏻盐如下：
| 名称 | 化学式 | CAS号 |
|---|---|---|
| 癸基三苯基溴化鏻 | C10H21P(C6H5)3Br | 15510-55-1 |
| 癸基三苯基氯化鏻 | C10H21P(C6H5)3Cl | 84902-22-7 |
| 癸基三苯基碘化鏻 | C10H21P(C6H5)3I | 123966-50-7 |
| 癸基三苯基鏻对甲苯磺酸盐[4] | C10H21P(C6H5)3(C7H7SO3) | 95736-41-7 |
| 四氯合铂(II)酸癸基三苯基鏻[5] | [C10H21P(C6H5)3]2[PtCl4] | 77773-17-2 |
参考文献
编辑- ^ Murphy, MP. Targeting lipophilic cations to mitochondria.. Biochimica et Biophysica Acta (BBA) - Bioenergetics. 2008, 1777 (7–8): 1028–31. PMID 18439417. doi:10.1016/j.bbabio.2008.03.029
.
- ^ Leo, S; Szabadkai, G; Rizzuto, R. The mitochondrial antioxidants MitoE(2) and MitoQ(10) increase mitochondrial Ca(2+) load upon cell stimulation by inhibiting Ca(2+) efflux from the organelle.. Annals of the New York Academy of Sciences. December 2008, 1147: 264–74. PMC 2676430 . PMID 19076448. doi:10.1196/annals.1427.019.
- ^ Gottwald, EM; Duss, M; Bugarski, M; Haenni, D; Schuh, CD; Landau, EM; Hall, AM. The targeted anti-oxidant MitoQ causes mitochondrial swelling in kidney tissue. It and depolarization in kidney tissue.. Physiological Reports. April 2018, 6 (7): e13667. PMC 5880956 . PMID 29611340. doi:10.14814/phy2.13667.
- ^ Anderson, J. H.; Bugner, D. E.; DeMejo, L. P.; Guistina, R. A.; Zumbulyadis, N. Charge agent studies: I. Charge agent surface concentration and charging behavior. Journal of Imaging Science and Technology, 1993. 37 (5): 431-439.
- ^ Brovko, V. S.; Skvortsov, N. K.; Reikhsfel'd, V. O. Phosphonium salt platinites and platinates as hydrosilylation catalysts. Zhurnal Obshchei Khimii, 1981. 51 (2): 487.
延伸阅读
编辑- Zielonka, Jacek; Joseph, Joy; Sikora, Adam; Hardy, Micael; Ouari, Olivier; Vasquez-Vivar, Jeannette; Cheng, Gang; Lopez, Marcos; Kalyanaraman, Balaraman. Mitochondria-Targeted Triphenylphosphonium-Based Compounds: Syntheses, Mechanisms of Action, and Therapeutic and Diagnostic Applications. Chemical Reviews. 27 June 2017, 117 (15): 10043–10120. PMC 5611849 . PMID 28654243. doi:10.1021/acs.chemrev.7b00042.