Skip to Content
Merck
All Photos(3)

Key Documents

View All Documentation

T2020

Sigma-Aldrich

(±)-α-Tocopherol phosphate disodium salt

water-soluble α-tocopherol analog

Synonym(s):

Alpha Tocopherol phosphate disodium salt

Sign Into View Organizational & Contract Pricing
All Photos(3)

About This Item

Linear Formula:
C29H49O5PNa2
CAS Number:
60934-46-5
Molecular Weight:
554.65
MDL number:
MFCD00079579
UNSPSC Code:
12352205
eCl@ss:
34058016
PubChem Substance ID:
24900007
NACRES:
NA.79

biological source

synthetic (organic)

Quality Level

300

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

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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
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.
Molecular nutrition & food research, 54(5), 679-692 (2010-02-20)
The vitamin E (alpha-tocopherol, alphaT) derivative, alpha-tocopheryl phosphate (alphaTP), is detectable in small amounts in plasma, tissues, and cultured cells. Studies done in vitro and in vivo suggest that alphaT can become phosphorylated and alphaTP dephosphorylated, suggesting the existence of
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
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service