T3634

(+)-α-Tocopherol

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

• Synonyme(s) : 2,5,7,8-Tetramethyl-2-(4′,8′,12′-trimethyltridecyl)-6-chromanol, 5,7,8-Trimethyltocol, D-α-Tocopherol, Vitamin E
• Formule empirique (notation de Hill): C₂₉H₅₀O₂
• Numéro CAS: 59-02-9
• Poids moléculaire : 430.71
• Numéro Beilstein : 4712525
• Numéro CE : 200-412-2
• Numéro MDL: MFCD00072045
• Code UNSPSC : 12352205
• eCl@ss : 34058016
• ID de substance PubChem : 24900154
• Nomenclature NACRES : NA.79

Propriétés

• Source biologique: vegetable oil
• Niveau de qualité: 200
• Type: Type V
• Forme: viscous liquid
• Activité spécifique: ~1000 IU/g
• Couleur: clear yellow to red
• Indice de réfraction: n20/D 1.505 (lit.)
• Point d'ébullition: 200-220 °C/0.1 mmHg (lit.)
• Densité: 0.95 g/mL at 25 °C (lit.)
• Température de stockage: −20°C
• Chaîne SMILES: 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
• Clé InChI: GVJHHUAWPYXKBD-IEOSBIPESA-N

Description

Description générale

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.

Application

(+)-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

Actions biochimiques/physiologiques

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.

Conditionnement

Packaged under argon in a sealed ampule.

Autres remarques

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

Qualité

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

Attention

Subject to air oxidation.

Propriétés physiques

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.

Informations sur la sécurité

• Code de la classe de stockage: 10 - Combustible liquids
• Classe de danger pour l'eau (WGK): WGK 1
• Point d'éclair (°F): 230.0 °F - closed cup
• Point d'éclair (°C): 110 °C - closed cup
• Équipement de protection individuelle: Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)