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258024 Sigma-Aldrich

α-Tocopherol

≥95.5%

Synonym: (±)-α-Tocopherol, DL-all-rac-α-Tocopherol, Vitamin E

  • CAS Number 10191-41-0

  • Empirical Formula (Hill Notation) C29H50O2

  • Molecular Weight 430.71

  •  Beilstein/REAXYS Number 94012

  •  EC Number 233-466-0

  •  MDL number MFCD00006848

  •  eCl@ss 34058016

  •  PubChem Substance ID 57648149

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Properties

Related Categories Allium cepa (Onion), Allium sativum (Garlic), Aloe Vera, Aspalathus linearis (Rooibos tea), Berberis sp.,
biological source   synthetic
assay   ≥95.5%
form   liquid
application(s)   HPLC: suitable
  cell analysis: suitable
color   faint brown to brown
  yellow to very dark yellow
density   0.950 g/mL at 20 °C (lit.)
storage temp.   2-8°C
SMILES string   CC(C)CCCC(C)CCCC(C)CCCC1(C)CCc2c(C)c(O)c(C)c(C)c2O1
InChI   1S/C29H50O2/c1-20(2)12-9-13-21(3)14-10-15-22(4)16-11-18-29(8)19-17-26-25(7)27(30)23(5)24(6)28(26)31-29/h20-22,30H,9-19H2,1-8H3
InChI key   GVJHHUAWPYXKBD-UHFFFAOYSA-N

Description

General description

α-Tocopherol is the active form of vitamin E. It functions as an hydroperoxyl radical scavenger and protects the organism from oxidative damage. α-Tocopherol plays a crucial role in cell signalling and regulating immune responses. α-Tocopherol deficiency is associated with abetalipoproteinemia, cystic fibrosis and celiac disease. It has antiproliferative effects. It inhibits arsenite-induced damage of human fibroblasts.

Application

α-Tocopherol has been used:
• as a standard to determine its concentration by reverse-phase high-performance liquid chromatography
• to study its rescue effects on chlorine dioxide (ClO2) cytotoxicity
• to assess its protective effects on acetaminophen (APAP)-mediated liver damage

Packaging

5, 100, 500 g in glass bottle

Biochem/physiol Actions

Tocopherols (TCP) (vitamin E) are a series (α, β, γ and δ) of chiral organic molecules that vary in their degree of methylation of the phenol moiety of the chromanol ring. Tocopherols are lipid soluble anti-oxidants that protect cell membranes from oxidative damage. α-Tocopherol is the form of tocopherol preferentially absorbed by homo sapiens. Various isofroms and analogues of tocopherol have opposing and differentiated regulatory activities in vivo.

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 1
RTECS 
GA8746000

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

Articles

Dietary Antioxidants

Antioxidants protect biological systems from oxidative damage produced by oxygen-containing free radicals and from redoxactive transition metal ions such as iron, copper, and cadmium.1 During the oxi...
Biofiles Volume 2 Article 2
Keywords: Adhesion, Anti-inflammatory agents, Applications, Cancer, Cardiovascular, Catalysis, Diabetes, Diseases, Gene expression, Metabolism, Neurodegenerative Diseases, Peroxidations, Phosphorylations, Prebiotics, Probiotics, Reductions, Transcription, Transduction, Vitamins

HPLC Analysis of Vitamins, Fat Soluble (A and E), on SUPELCOSIL™ LC-18

From our library of Articles, Sigma-Aldrich presents HPLC Analysis of Vitamins, Fat Soluble (A and E), on SUPELCOSIL™ LC-18
Keywords: Clinical, High performance liquid chromatography, Vitamins

Peer-Reviewed Papers
15

References

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