Biochemistry · Molecule
Vitamin E (α-tocopherol) !
Vitamin E is the membrane antioxidant: it slows the oxidation of cell fats, especially in nerves and red blood cells.
Updated 2026-11-01
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Key facts
- A fat-soluble antioxidant that breaks the chain of lipid peroxidation in membranes.
- Vitamin C regenerates it; selenium (glutathione peroxidase) works in the same defence.
- Deficiency: haemolytic anaemia, peripheral neuropathy, spinocerebellar ataxia and retinopathy.
- The liver's α-tocopherol transfer protein (TTPA gene) selects the α form; its failure causes ataxia with vitamin E deficiency.
In detail
- Sources: vegetable oils, nuts, seeds, avocado, leafy greens.
- Mechanism: the hydroxyl of the chromanol ring donates a hydrogen to a lipid peroxyl radical; the tocopheroxyl radical left behind is stable and vitamin C returns it to the active form.
- Transport: absorbed with fat, it reaches the liver in chylomicrons, and α-TTP loads it into VLDL for delivery.
- Deficiency (rare, nearly always from fat malabsorption or in premature babies): fragile red cells (haemolysis), degeneration of the dorsal columns and peripheral axons.
- Excess (supplements): it can antagonise vitamin K and raise bleeding risk, especially with anticoagulants.
- Lab: serum α-tocopherol, best expressed relative to total lipids (cholesterol and triglycerides).
- Also called
- α-tocopherol, Tocopherols and tocotrienols
- Formula
- C₂₉H₅₀O₂
- PubChem
- CID 14985
Structure
- A chromanol ring (carrying the antioxidant OH) joined to a saturated 16-carbon phytyl tail that sits in the lipid bilayer.
- There are eight natural forms (α, β, γ, δ tocopherols and tocotrienols); the liver keeps the α form.
Clinical notes
- Its neurological picture (ataxia, loss of proprioception, areflexia) resembles Friedreich ataxia and vitamin B12 deficiency.
- Premature babies are born with low stores and may develop haemolytic anaemia.
- Large trials did not show that vitamin E supplements prevent cardiovascular disease or cancer.
Related
Test yourself
Think of the answer, then tap the question to see it.
How does vitamin E protect membranes?
It donates a hydrogen to lipid peroxyl radicals and stops the chain reaction that oxidises unsaturated fatty acids.
Which vitamin regenerates oxidised vitamin E?
Vitamin C (ascorbate) reduces the tocopheroxyl radical and makes it active again.
Which findings suggest vitamin E deficiency?
Haemolytic anaemia, ataxia, loss of deep sensation and peripheral neuropathy in someone with fat malabsorption.
Which gene fails in ataxia with vitamin E deficiency?
TTPA, which encodes the liver protein that loads α-tocopherol into VLDL; without it the vitamin is lost in bile.
Molecules are shown in their neutral form, as the databases deposit them; in the cell the acids and phosphates are ionised.
Educational information, not medical advice. For any symptom, see a health professional.
Sources: alpha-Tocopherol (CID 14985) (PubChem, NCBI, 2026) · Public domain; Vitamin E: MedlinePlus Medical Encyclopedia (MedlinePlus, US National Library of Medicine, 2026); Ataxia with vitamin E deficiency: MedlinePlus Genetics (MedlinePlus, US National Library of Medicine, 2026); TTPA gene: MedlinePlus Genetics (MedlinePlus, US National Library of Medicine, 2026); Textbook of Biochemistry for Medical Students, 6th ed. (Jaypee Brothers Medical Publishers (Vasudevan DM, Sreekumari S, Vaidyanathan K), 2011).
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