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Merck

T3251

(±)-α-Tocophérol

synthetic, ≥96% (HPLC)

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.77
PubChem Substance ID:
eCl@ss:
34058016
UNSPSC Code:
12352205
EC Number:
233-466-0
MDL number:
Beilstein/REAXYS Number:
94012
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Nom du produit

(±)-α-Tocophérol, synthetic, ≥96% (HPLC)

InChI key

GVJHHUAWPYXKBD-UHFFFAOYSA-N

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

SMILES string

CC(C)CCCC(C)CCCC(C)CCCC1(C)CCc2c(C)c(O)c(C)c(C)c2O1

biological source

synthetic

assay

≥96% (HPLC)

form

liquid

technique(s)

HPLC: suitable

color

faint brown to brown
yellow to very dark yellow

solubility

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

density

0.950 g/mL at 20 °C (lit.)

storage temp.

2-8°C

Quality Level

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Application

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

Biochem/physiol Actions

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.

Preparation Note

(±)-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.

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Skin Sens. 1

Classe de stockage

10 - Combustible liquids

wgk

WGK 1

ppe

Eyeshields, Gloves


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Consulter la Bibliothèque de documents

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
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.
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
Marina G Yefimova et al.
Autophagy, 9(5), 653-666 (2013-02-27)
Phagocytosis and autophagy are typically dedicated to degradation of substrates of extrinsic and intrinsic origins respectively. Although overlaps between phagocytosis and autophagy were reported, the use of autophagy for ingested substrate degradation by nonprofessional phagocytes has not been described. Blood-separated

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