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258024

Sigma-Aldrich

α-Tocopherol

≥95.5%

Synonym(s):

(±)-α-Tocopherol, DL-all-rac-α-Tocopherol, Vitamin E

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About This Item

Empirical Formula (Hill Notation):
C29H50O2
CAS Number:
Molecular Weight:
430.71
Beilstein:
94012
EC Number:
MDL number:
UNSPSC Code:
12352205
eCl@ss:
34058016
PubChem Substance ID:
NACRES:
NA.28
Pricing and availability is not currently available.

biological source

synthetic

Quality Level

Assay

≥95.5%

form

liquid

technique(s)

HPLC: suitable

color

faint brown to brown
yellow to very dark yellow

density

0.950 g/mL at 20 °C (lit.)

application(s)

cell analysis

storage temp.

2-8°C

SMILES string

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

InChI key

GVJHHUAWPYXKBD-UHFFFAOYSA-N

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General description

α-Tocopherol is the active form of vitamin E.[1] It functions as an hydroperoxyl radical scavenger and protects the organism from oxidative damage. α-Tocopherol plays a crucial role in cell signalling and regulating immune responses.[2] α-Tocopherol deficiency is associated with abetalipoproteinemia, cystic fibrosis and celiac disease.[1] It has antiproliferative effects.[3] It inhibits arsenite-induced damage of human fibroblasts.[4]

Application

α-Tocopherol has been used:
  • as a standard to determine its concentration by reverse-phase high-performance liquid chromatography[5][6]
  • to study its rescue effects on chlorine dioxide (ClO2) cytotoxicity[7]
  • to assess its protective effects on acetaminophen (APAP)-mediated liver damage[8]

Biochem/physiol Actions

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.

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Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Skin Sens. 1

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Effect of vitamin E on oxidative stress level in blood, synovial fluid, and synovial tissue in severe knee osteoarthritis: a randomized controlled study
Tantavisut S, et al.
BMC Musculoskelet. Disord., 18(1), 281-281 (2017)
Nutritional deficiencies and syndromes associated with alcoholism
Textbook of Clinical Neurology (Third Edition), 897-917 (2007)
Oxidative stress induced by chlorine dioxide as an insecticidal factor to the Indian meal moth, Plodia interpunctella
Kumar S, et al
Pesticide Biochemistry and Physiology, 124, 48-59 (2015)
Early Diagnosis and Treatment of Cancer Series: Prostate Cancer E-Book: Expert Consult - Online and Print, 897-917 (2015)
Glycosphingolipids Prevent APAP and HMG-CoA Reductase Inhibitors-mediated Liver Damage: A Novel Method for ?Safer Drug? Formulation that Prevents Drug-induced Liver Injury
Mizrahi M, et al.
Journal of clinical and translational hepatology, 6(2), 1-8 (2018)

Articles

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.

Questions

1–3 of 3 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  3. Could you please provide the concentration of this product (mg/ml)?

    1 answer
    1. This product is a neat or pure liquid and has not been diluted. This material has a density of 0.950 g/mL and a molecular weight of 430.71 g/mol. The minimum purity is 95.5%, thus the molarity will vary slightly from lot to lot. The molarity can range from 2.11M (95.5%) to 2.20M (100%).

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