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T3001

Sigma-Aldrich

(+)-α-Tocopherol acetate

oil or semi-solid, ~1360 IU/g

Synonym(s):

Vitamin E acetate

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About This Item

Empirical Formula (Hill Notation):
C31H52O3
CAS Number:
Molecular Weight:
472.74
EC Number:
MDL number:
UNSPSC Code:
12352205
eCl@ss:
34058007
PubChem Substance ID:
NACRES:
NA.79

biological source

plant

Quality Level

description

Synthesized from natural α-tocopherol

form

oil or semi-solid

specific activity

~1360 IU/g

color

yellow

mp

~25 °C (lit.)

storage temp.

room temp

SMILES string

CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC[C@]1(C)CCc2c(C)c(OC(C)=O)c(C)c(C)c2O1

InChI

1S/C31H52O3/c1-21(2)13-10-14-22(3)15-11-16-23(4)17-12-19-31(9)20-18-28-26(7)29(33-27(8)32)24(5)25(6)30(28)34-31/h21-23H,10-20H2,1-9H3/t22-,23-,31-/m1/s1

InChI key

ZAKOWWREFLAJOT-CEFNRUSXSA-N

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General description

α-Tocopherol acetate is a fat soluble vitamin and a form of vitamin E. It can be obtained through dietary sources. RRRα-Tocopherol is a natural form of α-tocopherol.

Application

(+)-α-Tocopherol acetate has been used:
  • as a component of growth medium for retinal cell lines
  • as an external standard in high performance liquid chromatography (HPLC) to study its composition in leafy vegetables
  • in the preparation of trans-resveratrol-encapsulated lipid nanocarriers (R-nano)

Biochem/physiol Actions

α-Tocopherol is also known as a radical-chain breaker due to its anti-oxidant property.
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. Tocopherol acetate has properties similar but not identical to α-tocopherol.

Caution

Does not air oxidize.

Hazard Statements

Precautionary Statements

Hazard Classifications

Aquatic Chronic 4

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Safety assessment of the substance alpha-tocopherol acetate for use in food contact materials
Bolognesi C, et al.
EFSA Journal, 14(3), 4412-4412 (2016)
Resveratrol liposomes and lipid nanocarriers: comparison of characteristics and inducing browning of white adipocytes
Zu Y, et al.
Colloids and Surfaces. B, Biointerfaces, 164, 414-423 (2018)
Effects of natural (RRR α-tocopherol acetate) or synthetic (all-rac α-tocopherol acetate) vitamin E supplementation on reproductive efficiency in beef cows.
Horn M, Gunn P, Van Emon M, et al.
Journal of Animal Science, 88, 3121-3127 (2011)
Partial nutrient characterization of arugula (rocket-Eruca sativa L.) and the effect of heat treatment on its lipoxidase activity
Tassi EMM, et al.
Brazilian Journal of Food Technology, 21 (2018)
Jun Li et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 49(10), 2706-2709 (2011-07-06)
Phenobarbital (PB) is an efficacious and well-studied hepatic tumor promoting agent. Nuclear factor-κB (NF-κB) is a transcription factor activated by reactive oxygen and is involved in cell proliferation and apoptosis. We previously found that PB activates NF-κB and that dietary

Articles

Importance and uses of vitamin E (tocopherol) in serum-free eukaryotic, including hybridoma and chinese hamster ovary (CHO), cell cultures.

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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