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Chemical Compound Review

gamma-Tocopherol     (2R)-2,7,8-trimethyl-2- [(4R,8R)-4,8,12...

Synonyms: SureCN120346, CHEMBL2151591, CHEBI:18185, T1782_SIGMA, KST-1A6023, ...
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Disease relevance of gamma-Tocopherol


High impact information on gamma-Tocopherol


Chemical compound and disease context of gamma-Tocopherol


Biological context of gamma-Tocopherol


Anatomical context of gamma-Tocopherol


Associations of gamma-Tocopherol with other chemical compounds


Gene context of gamma-Tocopherol


Analytical, diagnostic and therapeutic context of gamma-Tocopherol


  1. Gamma-tocopherol: a new player in prostate cancer prevention? Giovannucci, E. J. Natl. Cancer Inst. (2000) [Pubmed]
  2. Plasma tocopherol and prevalence of colorectal adenomas in a multiethnic population. Ingles, S.A., Bird, C.L., Shikany, J.M., Frankl, H.D., Lee, E.R., Haile, R.W. Cancer Res. (1998) [Pubmed]
  3. Differential effects of alpha- and gamma-tocopherol on low-density lipoprotein oxidation, superoxide activity, platelet aggregation and arterial thrombogenesis. Saldeen, T., Li, D., Mehta, J.L. J. Am. Coll. Cardiol. (1999) [Pubmed]
  4. Products of gamma-tocopherol reaction with NO2 and their formation in rat insulinoma (RINm5F) cells. Cooney, R.V., Harwood, P.J., Franke, A.A., Narala, K., Sundström, A.K., Berggren, P.O., Mordan, L.J. Free Radic. Biol. Med. (1995) [Pubmed]
  5. Evidence for the nitration of gamma-tocopherol in vivo: 5-nitro-gamma-tocopherol is elevated in the plasma of subjects with coronary heart disease. Morton, L.W., Ward, N.C., Croft, K.D., Puddey, I.B. Biochem. J. (2002) [Pubmed]
  6. Association between alpha-tocopherol, gamma-tocopherol, selenium, and subsequent prostate cancer. Helzlsouer, K.J., Huang, H.Y., Alberg, A.J., Hoffman, S., Burke, A., Norkus, E.P., Morris, J.S., Comstock, G.W. J. Natl. Cancer Inst. (2000) [Pubmed]
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  8. Engineering vitamin E content: from Arabidopsis mutant to soy oil. Van Eenennaam, A.L., Lincoln, K., Durrett, T.P., Valentin, H.E., Shewmaker, C.K., Thorne, G.M., Jiang, J., Baszis, S.R., Levering, C.K., Aasen, E.D., Hao, M., Stein, J.C., Norris, S.R., Last, R.L. Plant Cell (2003) [Pubmed]
  9. Colloquium Paper: Genetic basis for natural variation in seed vitamin E levels in Arabidopsis thaliana. Gilliland, L.U., Magallanes-Lundback, M., Hemming, C., Supplee, A., Koornneef, M., Bentsink, L., Dellapenna, D. Proc. Natl. Acad. Sci. U.S.A. (2006) [Pubmed]
  10. A new wrinkle on topical vitamin E and photo-inflammation: Mechanistic studies of a hydrophilic gamma-tocopherol derivative compared with alpha-tocopherol. Konger, R.L. J. Invest. Dermatol. (2006) [Pubmed]
  11. A case-control study of serum tocopherol levels and the alpha- to gamma-tocopherol ratio in radiographic knee osteoarthritis: the Johnston County Osteoarthritis Project. Jordan, J.M., De Roos, A.J., Renner, J.B., Luta, G., Cohen, A., Craft, N., Helmick, C.G., Hochberg, M.C., Arab, L. Am. J. Epidemiol. (2004) [Pubmed]
  12. The effect of alpha- and gamma-tocopherol and their carboxyethyl hydroxychroman metabolites on prostate cancer cell proliferation. Galli, F., Stabile, A.M., Betti, M., Conte, C., Pistilli, A., Rende, M., Floridi, A., Azzi, A. Arch. Biochem. Biophys. (2004) [Pubmed]
  13. Vitamin E isoforms alpha-tocotrienol and gamma-tocopherol prevent cerebral infarction in mice. Mishima, K., Tanaka, T., Pu, F., Egashira, N., Iwasaki, K., Hidaka, R., Matsunaga, K., Takata, J., Karube, Y., Fujiwara, M. Neurosci. Lett. (2003) [Pubmed]
  14. The effect of gamma-tocopherol on proliferation, integrin expression, adhesion, and migration of human glioma cells. Samandari, E., Visarius, T., Zingg, J.M., Azzi, A. Biochem. Biophys. Res. Commun. (2006) [Pubmed]
  15. gamma-tocopherol, the major form of vitamin E in the US diet, deserves more attention. Jiang, Q., Christen, S., Shigenaga, M.K., Ames, B.N. Am. J. Clin. Nutr. (2001) [Pubmed]
  16. Peroxynitrite-mediated alpha-tocopherol oxidation in low-density lipoprotein: a mechanistic approach. Botti, H., Batthyány, C., Trostchansky, A., Radi, R., Freeman, B.A., Rubbo, H. Free Radic. Biol. Med. (2004) [Pubmed]
  17. Supplementation with mixed tocopherols increases serum and blood cell gamma-tocopherol but does not alter biomarkers of platelet activation in subjects with type 2 diabetes. Clarke, M.W., Ward, N.C., Wu, J.H., Hodgson, J.M., Puddey, I.B., Croft, K.D. Am. J. Clin. Nutr. (2006) [Pubmed]
  18. Plastid enzymes of terpenoid biosynthesis. Purification and characterization of gamma-tocopherol methyltransferase from Capsicum chromoplasts. d'Harlingue, A., Camara, B. J. Biol. Chem. (1985) [Pubmed]
  19. Cytochrome P450 omega-hydroxylase pathway of tocopherol catabolism. Novel mechanism of regulation of vitamin E status. Sontag, T.J., Parker, R.S. J. Biol. Chem. (2002) [Pubmed]
  20. Population-based study of alpha- and gamma-tocopherol in plasma and adipose tissue as biomarkers of intake in Costa Rican adults. El-Sohemy, A., Baylin, A., Ascherio, A., Kabagambe, E., Spiegelman, D., Campos, H. Am. J. Clin. Nutr. (2001) [Pubmed]
  21. Assessment of tocopherol metabolism and oxidative stress in familial hypobetalipoproteinemia. Clarke, M.W., Hooper, A.J., Headlam, H.A., Wu, J.H., Croft, K.D., Burnett, J.R. Clin. Chem. (2006) [Pubmed]
  22. Scavenger receptor class B type I (SR-BI) is involved in vitamin E transport across the enterocyte. Reboul, E., Klein, A., Bietrix, F., Gleize, B., Malezet-Desmoulins, C., Schneider, M., Margotat, A., Lagrost, L., Collet, X., Borel, P. J. Biol. Chem. (2006) [Pubmed]
  23. Vitamin E and transfer proteins. Kaempf-Rotzoll, D.E., Traber, M.G., Arai, H. Curr. Opin. Lipidol. (2003) [Pubmed]
  24. Smoking and exposure to environmental tobacco smoke decrease some plasma antioxidants and increase gamma-tocopherol in vivo after adjustment for dietary antioxidant intakes. Dietrich, M., Block, G., Norkus, E.P., Hudes, M., Traber, M.G., Cross, C.E., Packer, L. Am. J. Clin. Nutr. (2003) [Pubmed]
  25. Racial group differences in plasma concentrations of antioxidant vitamins and carotenoids in hemodialysis patients. Rock, C.L., Jahnke, M.G., Gorenflo, D.W., Swartz, R.D., Messana, J.M. Am. J. Clin. Nutr. (1997) [Pubmed]
  26. Specific roles of alpha- and gamma-tocopherol in abiotic stress responses of transgenic tobacco. Abbasi, A.R., Hajirezaei, M., Hofius, D., Sonnewald, U., Voll, L.M. Plant Physiol. (2007) [Pubmed]
  27. Serum alpha- and gamma-tocopherol concentrations and risk of advanced beta cell autoimmunity in children with HLA-conferred susceptibility to type 1 diabetes mellitus. Uusitalo, L., Nevalainen, J., Niinistö, S., Alfthan, G., Sundvall, J., Korhonen, T., Kenward, M.G., Oja, H., Veijola, R., Simell, O., Ilonen, J., Knip, M., Virtanen, S.M. Diabetologia (2008) [Pubmed]
  28. Alterations in tocopherol cyclase activity in transgenic and mutant plants of Arabidopsis affect tocopherol content, tocopherol composition, and oxidative stress. Kanwischer, M., Porfirova, S., Bergmüller, E., Dörmann, P. Plant Physiol. (2005) [Pubmed]
  29. Alpha-tocopherol modulates the low density lipoprotein receptor of human HepG2 cells. Pal, S., Thomson, A.M., Bottema, C.D., Roach, P.D. Nutrition journal [electronic resource]. (2003) [Pubmed]
  30. Homogentisate phytyltransferase activity is limiting for tocopherol biosynthesis in Arabidopsis. Collakova, E., DellaPenna, D. Plant Physiol. (2003) [Pubmed]
  31. Characterization of the vitamin E-binding properties of human plasma afamin. Voegele, A.F., Jerković, L., Wellenzohn, B., Eller, P., Kronenberg, F., Liedl, K.R., Dieplinger, H. Biochemistry (2002) [Pubmed]
  32. Alpha-tocopherol down-regulates scavenger receptor activity in macrophages. Teupser, D., Thiery, J., Seidel, D. Atherosclerosis (1999) [Pubmed]
  33. Gamma-tocopherol detoxification of nitrogen dioxide: superiority to alpha-tocopherol. Cooney, R.V., Franke, A.A., Harwood, P.J., Hatch-Pigott, V., Custer, L.J., Mordan, L.J. Proc. Natl. Acad. Sci. U.S.A. (1993) [Pubmed]
  34. Distribution of serum concentrations of alpha-tocopherol and gamma-tocopherol in the US population. Ford, E.S., Schleicher, R.L., Mokdad, A.H., Ajani, U.A., Liu, S. Am. J. Clin. Nutr. (2006) [Pubmed]
  35. Comparison of plasma alpha and gamma tocopherol levels following chronic oral administration of either all-rac-alpha-tocopheryl acetate or RRR-alpha-tocopheryl acetate in normal adult male subjects. Baker, H., Handelman, G.J., Short, S., Machlin, L.J., Bhagavan, H.N., Dratz, E.A., Frank, O. Am. J. Clin. Nutr. (1986) [Pubmed]
  36. Human adipose alpha-tocopherol and gamma-tocopherol kinetics during and after 1 y of alpha-tocopherol supplementation. Handelman, G.J., Epstein, W.L., Peerson, J., Spiegelman, D., Machlin, L.J., Dratz, E.A. Am. J. Clin. Nutr. (1994) [Pubmed]
  37. Gas chromatography mass spectrometry analysis of carboxyethyl-hydroxychroman metabolites of alpha- and gamma-tocopherol in human plasma. Galli, F., Lee, R., Dunster, C., Kelly, F.J. Free Radic. Biol. Med. (2002) [Pubmed]
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