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T3251

Sigma-Aldrich

(±)-α-Tocophérol

synthetic, ≥96% (HPLC)

Synonyme(s) :

DL-tout-rac-α-Tocophérol, Vitamine E

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About This Item

Formule empirique (notation de Hill):
C29H50O2
Numéro CAS:
10191-41-0
Poids moléculaire :
430.71
Numéro Beilstein :
94012
Numéro CE :
233-466-0
Numéro MDL:
MFCD00006848
Code UNSPSC :
12352205
eCl@ss :
34058016
ID de substance PubChem :
24900118
Nomenclature NACRES :
NA.77

Source biologique

synthetic

Niveau de qualité

200

Pureté

≥96% (HPLC)

Forme

liquid

Technique(s)

HPLC: suitable

Couleur

faint brown to brown
 yellow to very dark yellow

Solubilité

H2O: insoluble
acetone: miscible
chloroform: miscible
ethanol: miscible
vegetable oils: miscible

Densité

0.950 g/mL at 20 °C (lit.)

Température de stockage

2-8°C

Chaîne SMILES 

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

Clé InChI

GVJHHUAWPYXKBD-UHFFFAOYSA-N

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Catégories apparentées

Application

(±)-α-Tocopherol has been used for preparing mycobacterial emulsions. It has also been used to study its immunomodulatory effect on influenza virus.

Actions biochimiques/physiologiques

Tocopherols (vitamin E) comprise of a series (α, β, γ and δ) of chiral compounds that differ by the methylation degree of the phenol moiety of the chromanol ring. They function as lipid soluble antioxidants and protect cell membranes from oxidative damage. α-tocopherols are favorably absorbed by humans and their nicotinate salts can function as vitamin E supplements. Studies have also reported that vitamin E can prevent cell damage caused by pharmacologically induced epilepsy in rats.

Notes préparatoires

(±)-α-Tocopherol is miscible with chloroform, ethanol, ether, acetone, and vegetable oils. However, it is practically insoluble in water. (±)-α-Tocopherol is unstable under alkaline conditions.

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H317

Classification des risques

Skin Sens. 1

Code de la classe de stockage

10 - Combustible liquids

Classe de danger pour l'eau (WGK)

WGK 1

Équipement de protection individuelle

Eyeshields, Gloves

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

Ida Johansson et al.
Autophagy, 11(9), 1636-1651 (2015-08-04)
Accumulation and aggregation of misfolded proteins is a hallmark of several diseases collectively known as proteinopathies. Autophagy has a cytoprotective role in diseases associated with protein aggregates. Age-related macular degeneration (AMD) is the most common neurodegenerative eye disease that evokes
M Tagami et al.
Laboratory investigation; a journal of technical methods and pathology, 78(11), 1415-1429 (1998-12-05)
Cerebral ischemia followed by oxygen reperfusion induces apoptosis in hippocampal neurons in stroke-prone spontaneously hypertensive rats (SHRSP) but not in Wistar Kyoto rats (WKY). The overproduction of oxygen-free radicals that occurs in the tissues of SHRSP is implicated in reoxygenation
Thomas H Sanderson et al.
Molecular and cellular neurosciences, 64, 116-122 (2015-01-13)
Cellular mechanisms involved in multiple neurodegenerative diseases converge on mitochondria to induce overproduction of reactive oxygen species, damage to mitochondria, and subsequent cytochrome c release. Little is currently known regarding the contribution mitochondrial dynamics play in cytochrome c release following
Deon B Williams et al.
American journal of physiology. Regulatory, integrative and comparative physiology, 302(1), R49-R58 (2011-10-28)
Glucocorticoid excess induces marked insulin resistance and glucose intolerance. A recent study has shown that antioxidants prevent dexamethasone (DEX)-induced insulin resistance in cultured adipocytes. The purpose of this investigation was to examine the effects of dietary vitamin E and C
Farhan Basit et al.
Cell death & disease, 8(3), e2716-e2716 (2017-03-31)
Inhibition of complex I (CI) of the mitochondrial respiratory chain by BAY 87-2243 ('BAY') triggers death of BRAFV600E melanoma cell lines and inhibits in vivo tumor growth. Here we studied the mechanism by which this inhibition induces melanoma cell death.
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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.

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