alpha-tocopherol
Sign in to saveAlso known as Aquasol E, Natopherol, Eprolin, d-alpha-tocopherol, (R,R,R)-α-tocopherol, (2R,4'R,8'r)-alpha-tocopherol, d-α-tocopherol, 5,7,8-Trimethyltocol
α-Tocopherol (alpha-tocopherol) is a type of vitamin E. Its E number is "E307". Vitamin E exists in eight different forms, four tocopherols and four tocotrienols. All feature a chromane ring, with a hydroxyl group that can donate a hydrogen atom to reduce free radicals and a hydrophobic side chain, along with an aromatic ring is situated near the carbonyls in the fatty acyl chains of the phospholipid bilayer, allows for penetration into biological membranes. It is found most in the membrane's non-raft domains, associated with omega-3 and 6 fatty acids, to partially prevent oxidation. The most
Research
20,127 papers- α-Tocopherol transfer protein (α-TTP).Free radical biology & medicine · 2021
- Alpha-tocopherol: looking beyond an antioxidant.Molecular vision · 2009
- Antioxidant-independent activities of alpha-tocopherol.The Journal of biological chemistry · 2025
- α-tocopherol, a slow-binding inhibitor of acetylcholinesterase.Chemico-biological interactions · 2021
- ALPHA-TOCOPHEROL METABOLITES.Nutrition reviews · 1964
via PubMed
Wikidata facts
- Mass
- 430.3810808399999
- Image
- Sample of alpha-tocopherol.jpg
Show 5 more facts
- chemical formula
- C₂₉H₅₀O₂
- isomeric SMILES
- CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC[C@]1(C)CCC2=C(C)C(O)=C(C)C(C)=C2O1
- NCI Thesaurus ID
- C2832
- Commons category
- Alpha-tocopherol
- canonical SMILES
- OC=1C(=C(C=2OC(C)(CCC2C1C)CCCC(C)CCCC(C)CCCC(C)C)C)C
Sources (6)
via Wikidata · CC0
~3 min read
Article
3 sectionsContents
- Synthesis
- Stereoisomers
- References
α-Tocopherol (alpha-tocopherol) is a type of vitamin E. Its E number is "E307". Vitamin E exists in eight different forms, four tocopherols and four tocotrienols. All feature a chromane ring, with a hydroxyl group that can donate a hydrogen atom to reduce free radicals and a hydrophobic side chain, along with an aromatic ring is situated near the carbonyls in the fatty acyl chains of the phospholipid bilayer, allows for penetration into biological membranes. It is found most in the membrane's non-raft domains, associated with omega-3 and 6 fatty acids, to partially prevent oxidation. The most prevalent form, α-tocopherol, is involved in molecular, cellular, biochemical processes closely related to overall lipoprotein and lipid homeostasis. Compared to the others, α-tocopherol is preferentially absorbed and accumulated in humans.
Vitamin E is found in a variety of tissues, being lipid-soluble, and taken up by the body in a wide variety of ways. Ongoing research is believed to be "critical for manipulation of vitamin E homeostasis in a variety of oxidative stress-related disease conditions in humans." One of these disease conditions is the α-tocopherol role in the use by malaria parasites to protect themselves from the highly oxidative environment in erythrocytes. A second of these disease conditions is the α-tocopherol antioxidant properties' role cardiovascular heart disease. In preventing LDL (low-density lipoprotein) oxidation, it is able to decrease chances of atherosclerosis and arterial build-up.