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Merck

258024

Sigma-Aldrich

(±)-α-Tocoferol

≥95.5%

Sinónimos:

DL-todo-rac-α-Tocoferol, Vitamina E

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About This Item

Fórmula empírica (notación de Hill):
C29H50O2
Número de CAS:
Peso molecular:
430.71
Beilstein/REAXYS Number:
94012
EC Number:
MDL number:
UNSPSC Code:
12352205
eCl@ss:
34058016
PubChem Substance ID:
NACRES:
NA.28

biological source

synthetic

Quality Level

assay

≥95.5%

form

liquid

technique(s)

HPLC: suitable

color

faint brown to brown
yellow to very dark yellow

density

0.950 g/mL at 20 °C (lit.)

application(s)

cell analysis

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

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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

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.

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Referencia del producto
Descripción
Precios

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Skin Sens. 1

Storage Class

10 - Combustible liquids

wgk_germany

WGK 1

ppe

Eyeshields, Gloves


Certificados de análisis (COA)

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Effects of vitamin E on reproductive protection in pregnant mice infected with Pseudorabies Virus (PRV) via regulating expression of Toll-like receptors (TLRs) and cytokine balance
Wu D, et al.
Journal of nutritional science and vitaminology, 56(6), 353-363 (2010)
Glycosphingolipids Prevent APAP and HMG-CoA Reductase Inhibitors-mediated Liver Damage: A Novel Method for ?Safer Drug? Formulation that Prevents Drug-induced Liver Injury
Mizrahi M, et al.
Journal of clinical and translational hepatology, 6(2), 1-8 (2018)
Yang Wang et al.
PloS one, 10(8), e0135232-e0135232 (2015-08-15)
Ribavirin is used as a component of combination therapies for the treatment of chronic hepatitis C virus (HCV) infection together with pegylated interferon and/or direct-acting antiviral drugs. Its mechanism of action, however, is not clear. Direct antiviral activity and immunomodulatory
Nutritional deficiencies and syndromes associated with alcoholism
Textbook of Clinical Neurology (Third Edition), 897-917 (2007)
Early Diagnosis and Treatment of Cancer Series: Prostate Cancer E-Book: Expert Consult - Online and Print, 897-917 (2015)

Artículos

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.

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