For research use only. Not for therapeutic Use.
ɑ-Tocopherolquinone is a mitochondrial membrane transport protein that has been in phase II clinical trials for the treatment of inherited mitochondrial respiratory chain diseases, however this research has been discontinued. It has also been used for the treatment of Frederich/’s ataxia and MEILAS syndrome.
| Catalog Number | R033880 |
| CAS Number | 7559-04-8 |
| Synonyms | [3R-(3R*,7R*,11R*)]-2-(3-Hydroxy-3,7,11,15-tetramethylhexadecyl)-3,5,6-trimethyl-2,5-cyclohexadiene-1,4-dione; 2-(3-Hydroxy-3,7,11,15-tetramethylhexadecyl)-3,5,6-trimethyl-p-benzoquinone; 2-[(3R,7R,11R)-3-Hydroxy-3,7,11,15-tetramethylhexadecyl]-3,5,6 |
| Molecular Formula | C₂₉H₅₀O₃ |
| Purity | ≥95% |
| Storage | -20°C |
| Reference | </br>1:THE SENSITIVITY OF CELLS WITH THE VARIOUS LEVEL OF NAD(P)H:QUINONE OXIDOREDUCTASE 1 TO CYTOTOXIC ACTION OF QUINONIMINES AND α-TOCOPHEROL SYNTHETIC DERIVATIVES. Petrova GV, Parshykov AV.Ukr Biochem J. 2015 Jul-Aug;87(4):45-53. PMID: 26547963 </br>2:α-Tocopheryl succinate pre-treatment attenuates quinone toxicity in prostate cancer PC3 cells. Bellezza I, Grottelli S, Gatticchi L, Mierla AL, Minelli A.Gene. 2014 Apr 10;539(1):1-7. doi: 10.1016/j.gene.2014.02.009. Epub 2014 Feb 12. PMID: 24530478 </br>3:Towards a modern definition of vitamin E-evidence for a quinone hypothesis. Shrader WD, Amagata A, Barnes A, Hinman A, Jankowski O, Lee E, Kheifets V, Komatsuzaki R, Mollard P, Murase K, Rioux P, Wesson K, Miller G.Bioorg Med Chem Lett. 2012 Jan 1;22(1):391-5. doi: 10.1016/j.bmcl.2011.10.117. Epub 2011 Nov 15. PMID: 22137789 </br>4:Inhibitors of succinate: quinone reductase/Complex II regulate production of mitochondrial reactive oxygen species and protect normal cells from ischemic damage but induce specific cancer cell death. Ralph SJ, Moreno-Sánchez R, Neuzil J, Rodríguez-Enríquez S.Pharm Res. 2011 Nov;28(11):2695-730. doi: 10.1007/s11095-011-0566-7. Epub 2011 Aug 24. Review. Erratum in: Pharm Res. 2011 Dec;28(12):3274. PMID: 21863476 </br>5:α-Tocopherol quinone inhibits β-amyloid aggregation and cytotoxicity, disaggregates preformed fibrils and decreases the production of reactive oxygen species, NO and inflammatory cytokines. Yang SG, Wang WY, Ling TJ, Feng Y, Du XT, Zhang X, Sun XX, Zhao M, Xue D, Yang Y, Liu RT.Neurochem Int. 2010 Dec;57(8):914-22. doi: 10.1016/j.neuint.2010.09.011. Epub 2010 Oct 7. PMID: 20933033 </br>6:[Cytotoxicity of troglitazone, structural analogue of alpha-tocopherol is mediated by inhibition of NAD(P)H:quinone oxidoreductase]. Petrova GV, Donchenko GV.Ukr Biokhim Zh (1999). 2009 Jul-Aug;81(4):105-11. Russian. PMID: 20387640 </br>7:Tocopherol quinone content of green algae and higher plants revised by a new high-sensitive fluorescence detection method using HPLC–effects of high light stress and senescence. Kruk J, Szymańska R, Krupinska K.J Plant Physiol. 2008 Aug 25;165(12):1238-47. doi: 10.1016/j.jplph.2008.03.006. Epub 2008 Jun 9. PMID: 18541333 </br>8:Pyrroloquinoline quinone is a potent neuroprotective nutrient against 6-hydroxydopamine-induced neurotoxicity. Hara H, Hiramatsu H, Adachi T.Neurochem Res. 2007 Mar;32(3):489-95. PMID: 17268846 </br>9:Distribution of tocopheryl quinone in mitochondrial membranes and interference with ubiquinone-mediated electron transfer. Gregor W, Staniek K, Nohl H, Gille L.Biochem Pharmacol. 2006 May 28;71(11):1589-601. Epub 2006 Feb 28. PMID: 16569397 </br>10:Mechanism of arylating quinone toxicity involving Michael adduct formation and induction of endoplasmic reticulum stress. Wang X, Thomas B, Sachdeva R, Arterburn L, Frye L, Hatcher PG, Cornwell DG, Ma J.Proc Natl Acad Sci U S A. 2006 Mar 7;103(10):3604-9. Epub 2006 Feb 27. PMID: 16505371 Free PMC Article |
