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MilliporeSigma

T2028

(+)-δ-Tocopherol

≥90%

Synonym(s):

delta Tocopherol

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$277.00

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$924.00

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About This Item

Empirical Formula (Hill Notation):
C27H46O2
CAS Number:
119-13-1
Molecular Weight:
402.65
PubChem Substance ID:
24900009
eCl@ss:
34058016
UNSPSC Code:
12352212
NACRES:
NA.79
EC Number:
204-299-0
MDL number:
MFCD20486794

Key Documents

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Product Name

(+)-δ-Tocopherol, ≥90%

Quality Level

200

InChI

1S/C27H46O2/c1-20(2)10-7-11-21(3)12-8-13-22(4)14-9-16-27(6)17-15-24-19-25(28)18-23(5)26(24)29-27/h18-22,28H,7-17H2,1-6H3/t21-,22-,27-/m1/s1

InChI key

GZIFEOYASATJEH-VHFRWLAGSA-N

SMILES string

CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC[C@]1(C)CCc2cc(O)cc(C)c2O1

biological source

plant

assay

≥90%

form

liquid

color

light yellow to dark orange

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1 of 4

This Item
90669T1782T3251
(+)-δ-Tocopherol ≥90%

Sigma-Aldrich

T2028

(+)-δ-Tocopherol

(±)-α-Tocopherol tested according to Ph. Eur.

Sigma-Aldrich

90669

(±)-α-Tocopherol

(+)-γ-Tocopherol ≥96% (HPLC)

Sigma-Aldrich

T1782

(+)-γ-Tocopherol

(±)-α-Tocopherol synthetic, ≥96% (HPLC)

Sigma-Aldrich

T3251

(±)-α-Tocopherol

assay

≥90%

assay

96.0-102.0%

assay

≥96% (HPLC)

assay

≥96% (HPLC)

biological source

plant

biological source

synthetic

biological source

-

biological source

synthetic

form

liquid

form

liquid

form

liquid

form

liquid

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

color

light yellow to dark orange

color

tan

color

dark brown, colorless to dark yellow

color

faint brown to brown, yellow to very dark yellow

Application

(+)-δ-Tocopherol has been used as a reference material for its extraction from oil using high performance liquid chromatography (HPLC).[1] It has also been used as a standard to quantify δ-tocopherol in soybean using reverse-phase high performance liquid chromatography.[2]

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.
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 fat soluble[3] anti-oxidants that protect cell membranes from oxidative damage. δ-T is methylated at the 8-position. It has an anticancer property.[4] δ-T is involved in proinflammatory response initiated by reactive oxygen species. It lowers lipid accumulation and promotes neuronal differentiation. δ-T also has antiangiogenic and natriuretic activities.[3]

Storage Class

10 - Combustible liquids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF8161V
WXBF6581V
WXBF6480V
WXBF5473V
WXBF2741V

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delta-tocopherol is more active than alpha-or gamma-tocopherol in inhibiting lung tumorigenesis in vivo
Li GX, et al.
Cancer Prevention Research (Philadelphia, Pa.), 4(3), 404-413 (2011)
Tocopherols, tocotrienols and tocomonoenols: Many similar molecules but only one vitamin E
Azzi A
Redox Biology, 101259-101259 (2019)
Characterization of oil extracted from the kernel of the fruit of cumare?s palm (Astrocaryum chambira Barret)
Ramirez-Nino M, et al.
Revista Facultad Nacional De Agronomia Medellin, 71(1), 8415-8422 (2018)
Alain Mavon et al.
Journal of controlled release : official journal of the Controlled Release Society, 100(2), 221-231 (2004-11-17)
The aim of this study was to investigate the cutaneous penetration and metabolism of the new vitamin E prodrug delta-tocopherol glucoside (delta-TG), as compared to those of common vitamin E acetate, in vitro, both in reconstituted human epidermis and in
Chandan K Sen et al.
Annals of the New York Academy of Sciences, 1031, 127-142 (2005-03-09)
Vitamin E is essential for normal neurological function. It is the major lipid-soluble, chain-breaking antioxidant in the body, protecting the integrity of membranes by inhibiting lipid peroxidation. Mostly on the basis of symptoms of primary vitamin E deficiency, it has
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Articles

Dietary Antioxidants

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.

Protocols

HPLC Analysis of Vitamins, Fat Soluble (A and E), on SUPELCOSIL™ LC-18

Separation of δ-Tocopherol, analytical standard; Retinyl acetate; (+)-γ-Tocopherol; α-Tocopherol, ≥95.5%; Retinol; Vitamin A (acetate), meets USP testing specifications.

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