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(±)-α-Tocopherol phosphate disodium salt

water-soluble α-tocopherol analog

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Synonym(s):
Alpha Tocopherol phosphate disodium salt
Linear Formula:
C29H49O5PNa2
CAS Number:
Molecular Weight:
554.65
MDL number:
eCl@ss:
34058016
PubChem Substance ID:
NACRES:
NA.79

biological source

synthetic (organic)

Quality Level

assay

≥97% (HPLC)

form

powder

technique(s)

HPLC: suitable

color

white to off-white

storage temp.

2-8°C

SMILES string

[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);;

InChI key

QRLCTLIPEFQSSG-UHFFFAOYSA-N

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This Item
R7750T3251G7879
vibrant-m

T3251

(±)-α-Tocopherol

vibrant-m

G7879

D-Glucose 6-phosphate sodium salt

assay

≥97% (HPLC)

assay

≥98% (TLC)

assay

≥96% (HPLC)

assay

≥98% (HPLC)

biological source

synthetic (organic)

biological source

synthetic (organic)

biological source

synthetic

biological source

synthetic (organic)

form

powder

form

powder

form

liquid

form

crystalline

storage temp.

2-8°C

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

room temp

Quality Level

300

Quality Level

200

Quality Level

200

Quality Level

300

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.

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. 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.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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
Yesim Negis et al.
IUBMB life, 57(1), 23-25 (2005-07-23)
The finding that alpha-tocopheryl phosphate is present in cells in small amounts, that it can be synthesized and hydrolyzed supports the hypothesis that alpha-tocopheryl phosphate might be a signaling molecule. The possible pathways needed for the synthesis, hydrolysis and signaling
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
Jean-Marc Zingg et al.
BioFactors (Oxford, England), 38(1), 24-33 (2012-01-28)
Vitamin E was originally discovered as a dietary factor essential for reproduction in rats. Since then, vitamin E has revealed many important molecular properties such as the scavenging of reactive oxygen and nitrogen species or the modulation of signal transduction

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