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Key Documents

T3634

Sigma-Aldrich

(+)-α-Tocopherol

from vegetable oil, Type V, ~1000 IU/g

Sinonimo/i:

2,5,7,8-Tetramethyl-2-(4′,8′,12′-trimethyltridecyl)-6-chromanol, 5,7,8-Trimethyltocol, D-α-Tocopherol, Vitamin E

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About This Item

Formula empirica (notazione di Hill):
C29H50O2
Numero CAS:
Peso molecolare:
430.71
Beilstein:
4712525
Numero CE:
Numero MDL:
Codice UNSPSC:
12352205
eCl@ss:
34058016
ID PubChem:
NACRES:
NA.79

Origine biologica

vegetable oil

Livello qualitativo

Tipo

Type V

Forma fisica

viscous liquid

Attività specifica

~1000 IU/g

Colore

clear yellow to red

Indice di rifrazione

n20/D 1.505 (lit.)

P. eboll.

200-220 °C/0.1 mmHg (lit.)

Densità

0.95 g/mL at 25 °C (lit.)

Temperatura di conservazione

−20°C

Stringa SMILE

CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC[C@]1(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/t21-,22-,29-/m1/s1
GVJHHUAWPYXKBD-IEOSBIPESA-N

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Categorie correlate

Descrizione generale

α-Tocopherol is synthesized from γ-tocopherol by the action of enzyme γ-tocopherol methyltransferase. It is the major form of Vitamin E in human plasma. It is present in sunflower seed oil.

Applicazioni

(+)-α-Tocopherol has been used:
  • as a food supplement for juvenile cobia fish
  • to evaluate its protective effect on bisphenol A induced oxidative stress in rats
  • to test its chemopreventive efficacy in estrogen-mediated mammary cancer rats

Azioni biochim/fisiol

α-Tocopherol is essential for the photosynthesis in Synechocystis sp. strain PCC 6803. Supplementation with α-Tocopherol decreases lipid peroxidation and platelet aggregation. It inhibits protein kinase C and may play key role in gene regulation.
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.

Confezionamento

Packaged under argon in a sealed ampule.

Altre note

Mixed constitutional (α, β, γ, δ) isomers.

Qualità

Approx. 670 mg D-α-tocopherol per gram. The non-α content is typically between 5-35 mg/g

Avvertenza

Subject to air oxidation.

Proprietà fisiche

This product is miscible with chloroform or ethanol. It is practically insoluble in water but it is miscible with ether, acetone, and vegetable oils. It is unstable to alkaline conditions.

Codice della classe di stoccaggio

10 - Combustible liquids

Classe di pericolosità dell'acqua (WGK)

WGK 1

Punto d’infiammabilità (°F)

230.0 °F - closed cup

Punto d’infiammabilità (°C)

110 °C - closed cup

Dispositivi di protezione individuale

Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)


Certificati d'analisi (COA)

Cerca il Certificati d'analisi (COA) digitando il numero di lotto/batch corrispondente. I numeri di lotto o di batch sono stampati sull'etichetta dei prodotti dopo la parola ‘Lotto’ o ‘Batch’.

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Journal of clinical biochemistry and nutrition, 66(2), 116-123 (2020-04-02)
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Influence of alpha-tocopherol and alpha-lipoic acid on bisphenol-A-induced oxidative damage in liver and ovarian tissue of rats
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Toxicology and Industrial Health, 32(8), 1381-1390 (2016)
Differential gene regulation and tumor-inhibitory activities of alpha-, delta-, and gamma-tocopherols in estrogen-mediated mammary carcinogenesis
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Cancer Prevention Research (Philadelphia, Pa.), 10(12), 694-703 (2017)
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Testing, 9(3), e93044-e93044 (2014)
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Molecular Aspects of Medicine, 24(6), 325-336 (2003)

Articoli

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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