T2020
(±)-α-Tocopherol phosphate disodium salt
water-soluble α-tocopherol analog
Synonym(s):
Alpha Tocopherol phosphate disodium salt
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About This Item
Linear Formula:
C29H49O5PNa2
CAS Number:
Molecular Weight:
554.65
UNSPSC Code:
12352205
eCl@ss:
34058016
PubChem Substance ID:
NACRES:
NA.79
MDL number:
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
biological source
synthetic (organic)
assay
≥97% (HPLC)
form
powder
technique(s)
HPLC: suitable
color
white to off-white
storage temp.
2-8°C
Quality Level
Related Categories
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
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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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
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
Adriana Sampayo-Reyes et al.
Acta biochimica Polonica, 53(3), 547-552 (2006-10-05)
Human glutathione S-transferase omega 1-1 (hGSTO1-1) is a newly identified member of the glutathione S-transferase (GST) family of genes, which also contains alpha, mu, pi, sigma, theta, and zeta members. hGSTO1-1 catalyzes the reduction of arsenate, monomethylarsenate (MMA(V)), and dimethylarsenate
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
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