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Sigma-Aldrich

(±)-α-Tocopherol phosphate disodium salt

water-soluble α-tocopherol analog

Sinônimo(s):

Alpha Tocopherol phosphate disodium salt

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About This Item

Fórmula linear:
C29H49O5PNa2
Número CAS:
60934-46-5
Peso molecular:
554.65
Número MDL:
MFCD00079579
Código UNSPSC:
12352205
eCl@ss:
34058016
ID de substância PubChem:
24900007
NACRES:
NA.79

fonte biológica

synthetic (organic)

Nível de qualidade

300

Ensaio

≥97% (HPLC)

forma

powder

técnica(s)

HPLC: suitable

cor

white to off-white

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

[Na].CC(C)CCCC(C)CCCC(C)CCCC1(C)CCc2c(C)c(OP(O)(O)=O)c(C)c(C)c2O1

InChI

1S/C29H51O5P.Na.H/c1-20(2)12-9-13-21(3)14-10-15-22(4)16-11-18-29(8)19-17-26-25(7)27(34-35(30,31)32)23(5)24(6)28(26)33-29;;/h20-22H,9-19H2,1-8H3,(H2,30,31,32);;

chave InChI

QRLCTLIPEFQSSG-UHFFFAOYSA-N

Categorias relacionadas

Aplicação

(±)-α-Tocopherol phosphate disodium salt has been used as an antioxidant, to assess its protection against oxidative damage in rat hippocampal neurons. It has also been used to study its molecular mechanisms and transport across the plasma membrane.

Ações bioquímicas/fisiológicas

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. α-Tocopherol phosphate (TocP) is used along the α-tocopherol acetate, α-tocopherol-nicotinate, α-tocopherol succinate and other esterified forms as a vitamin E supplement with similar but differential activities.

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

Eyeshields, Gloves, type N95 (US)

Certificados de análise (COA)

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A transient treatment of hippocampal neurons with alpha-tocopherol induces a long-lasting protection against oxidative damage via a genomic action
de Jesus Ferreira MC, et al.
Free Radical Biology & Medicine (2005)
Keiko Nishio et al.
Free radical biology & medicine, 50(12), 1794-1800 (2011-03-30)
α-Tocopheryl phosphate (α-TP), a water-soluble analogue of α-tocopherol, is found in humans, animals, and plants. α-TP is resistant to both acid and alkaline hydrolysis and may exert its own function in this form in vivo. In this study, the uptake
Robert Gianello et al.
Free radical biology & medicine, 39(7), 970-976 (2005-09-06)
We have detected alpha-tocopheryl phosphate in biological tissues including liver and adipose tissue, as well as in a variety of foods, suggesting a ubiquitous presence in animal and plant tissue. Alpha-tocopheryl phosphate is a water-soluble molecule that is resistant to
Marc Birringer
Molecular nutrition & food research, 54(5), 588-598 (2010-02-20)
Vitamin E is known as the most important lipid antioxidant and is widely used to prevent age-associated diseases. Despite increasing knowledge about human vitamin E metabolism, little is known to justify its widespread use. As meta-analyses revealed even harmful effects
Hitoshi Masaki et al.
Free radical research, 36(6), 705-709 (2002-08-16)
alpha-Tocopherol is a lipophilic vitamin that exhibits an antioxidative activity. The purpose of this study was to clarify the roles of alpha-tocopherol in the regulation of intracellular glutathione (GSH) levels in HaCaT keratinocytes. When HaCaT keratinocytes were cultivated with alpha-tocopherol
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