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T3251

Sigma-Aldrich

(±)-α-Tocopherol

synthetic, ≥96% (HPLC)

Synonym(s):

DL-all-rac-α-Tocopherol, Vitamin E

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5 G
₩39,281
25 G
₩81,200
100 G
₩225,635
500 G
₩488,723

₩39,281

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5 G
₩39,281
25 G
₩81,200
100 G
₩225,635
500 G
₩488,723

About This Item

Empirical Formula (Hill Notation):
C29H50O2
CAS Number:
10191-41-0
Molecular Weight:
430.71
Beilstein:
94012
EC Number:
233-466-0
MDL number:
MFCD00006848
UNSPSC Code:
12352205
eCl@ss:
34058016
PubChem Substance ID:
24900118
NACRES:
NA.77

₩39,281

In StockDetails

Request a Bulk Order

biological source

synthetic

Quality Level

200

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

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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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
GHS07

Signal Word

Warning

Hazard Statements

H317

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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Certificates of Analysis (COA)

Lot/Batch Number
0000415404
0000415404
MKCX1479
0000370394
0000328494

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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
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
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.
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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Questions

1–5 of 5 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. What is the concentration of item T3251 (W/V)?

    1 answer

    1. The material is a neat or pure liquid, undiluted with a solvent. At a purity of 100%, the molarity is 2.205 M. The minimum purity specification for this product is 96%. The molarity will vary from lot to lot based on the determined purity. For a lot of this product with a minimum purity of 96%, the molarity will be 2.117 M.

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  4. Hi. Could you please provide the concentration of this product (w/v)? Thanks!

    1 answer

    1. This material is a neat or pure liquid that has not been diluted with a solvent. At a purity of 100%, the molarity is 2.205 M. The minimum purity specification for this product is 96%. The molarity will change from lot to lot based on the determined purity. A lot of this product with a minimum purity of 96% will be 2.117 M. Please see the link below to review a sample or lot specific Certificate of Analysis:
      https://www.sigmaaldrich.com/product/sigma/t3251#product-documentation

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  5. Hi, I would like to ask if you have the LC-MS grade of this chemical (Tocopherol CAS number; 10191-41-0, part no: T3251-5G). I'm in need of the LC-MS authentic standard of this chemical to compare my isolated compound with. Thank you.

    1 answer

    1. This product is not considered a standard nor has it been tested for use as such in LC-MS. Product number V-020 is a 1 mg/mL α-tocopherol solution in methanol. This product is a certified reference material suitable for use as a standard in HPLC or LC-MS/MS.

      Please see the link below to review this product option:
      https://www.sigmaaldrich.com/product/cerillian/v020

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