alpha-Tocopheryl phosphate--an active lipid mediator?

Jean-Marc Zingg, Mohsen Meydani, Angelo Azzi
Author Information
  1. Jean-Marc Zingg: JM USDA-Human Nutr. Res. Ctr. On Aging, Tufts University, Boston, MA, USA.

Abstract

The vitamin E (alpha-tocopherol, alphaT) derivative, alpha-tocopheryl phosphate (alphaTP), is detectable in small amounts in plasma, tissues, and cultured cells. Studies done in vitro and in vivo suggest that alphaT can become phosphorylated and alphaTP dephosphorylated, suggesting the existence of enzyme(s) with alphaT kinase or alphaTP phosphatase activity, respectively. As a supplement in animal studies, alphaTP can reach plasma concentrations similar to alphaT and only a part is dephosphorylated; thus, alphaTP may act both as pro-vitamin E, but also as phosphorylated form of vitamin E with possibly novel regulatory activities. Many effects of alphaTP have been described: in the test tube alphaTP modulates the activity of several enzymes; in cell culture alphaTP affects proliferation, apoptosis, signal transduction, and gene expression; in animal studies alphaTP prevents atherosclerosis, ischemia/reperfusion injury, and induces hippocampal long-term potentiation. At the molecular level, alphaTP may act as a cofactor for enzymes, as an active lipid mediator similar to other phosphorylated lipids, or indirectly by altering membrane characteristics such as lipid rafts, fluidity, and curvature. In this review, the molecular and cellular activities of alphaTP are examined and the possible functions of alphaTP as a natural compound, cofactor and active lipid mediator involved in signal transduction and gene expression discussed.

MeSH Term

Antioxidants
Biological Transport
Enzymes
Humans
Lipids
Phospholipids
Phosphoric Monoester Hydrolases
Phosphorylation
Phosphotransferases
alpha-Tocopherol

Chemicals

Antioxidants
Enzymes
Lipids
Phospholipids
alpha-tocopherol phosphate
Phosphotransferases
Phosphoric Monoester Hydrolases
alpha-Tocopherol

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