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Merck

258024

(±)-α-Tocophérol

≥95.5%

Synonyme(s) :

DL-tout-rac-α-Tocophérol, Vitamine E

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A propos de cet article

Formule empirique (notation de Hill) :
C29H50O2
Numéro CAS:
Poids moléculaire :
430.71
NACRES:
NA.28
PubChem Substance ID:
eCl@ss:
34058016
UNSPSC Code:
12352205
EC Number:
233-466-0
MDL number:
Beilstein/REAXYS Number:
94012
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biological source

synthetic

Quality Segment

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

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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pictograms

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signalword

Warning

hcodes

Hazard Classifications

Skin Sens. 1

Classe de stockage

10 - Combustible liquids

wgk

WGK 1

ppe

Eyeshields, Gloves



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