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T2020

Sigma-Aldrich

(±)-α-Tocopherol phosphate disodium salt

water-soluble α-tocopherol analog

Synonyme(s) :

Alpha Tocopherol phosphate disodium salt

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About This Item

Formule linéaire :
C29H49O5PNa2
Numéro CAS:
60934-46-5
Poids moléculaire :
554.65
Numéro MDL:
MFCD00079579
Code UNSPSC :
12352205
eCl@ss :
34058016
ID de substance PubChem :
24900007
Nomenclature NACRES :
NA.79

Source biologique

synthetic (organic)

Niveau de qualité

300

Pureté

≥97% (HPLC)

Forme

powder

Technique(s)

HPLC: suitable

Couleur

white to off-white

Température de stockage

2-8°C

Chaîne 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);;

Clé InChI

QRLCTLIPEFQSSG-UHFFFAOYSA-N

Catégories apparentées

Application

(±)-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.

Actions biochimiques/physiologiques

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.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

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Yesim Negis et al.
Nutrition and cancer, 61(6), 875-878 (2010-02-16)
Protection by vitamin E against free radical-induced DNA mutations appears not to be an effective occurrence. On the other hand, in vitro evidence that different tocopherols slow down cell proliferation is an accepted observation. However, such an event may not
Jean-Marc Zingg et al.
Free radical biology & medicine, 49(12), 1989-2000 (2010-10-07)
The natural vitamin E analog α-tocopheryl phosphate (αTP) modulates atherosclerotic and inflammatory events more efficiently than the unphosphorylated α-tocopherol (αT). To investigate the molecular mechanisms involved, we have measured plasma levels of αTP and compared the cellular effects of αT
R Libinaki et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 44(7), 916-932 (2005-12-13)
The safety of a formulation of mixed tocopheryl phosphates, (MTP) was evaluated in a series of toxicological tests in vivo using rats, mice and rabbits and in vitro using bacterial and mammalian cell cultures. The tests conducted included an oral
Molecular mechanism of alpha-tocopheryl-phosphate transport across the cell membrane
Negis Y, et al.
Biophysical Chemistry (2007)
Satomi Nakayama et al.
The Journal of investigative dermatology, 121(2), 406-411 (2003-07-26)
The ability of the novel water-soluble provitamin E, alpha-tocopherol-6-O-phosphate, to protect against ultraviolet B-induced damage in cultured mouse skin was investigated and compared with the protectiveness of alpha-tocopherol acetate in cultured mouse skin. Pretreatment of skin with 0.5% (9.4 mM)
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