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(±)-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:
60934-46-5
Molecular Weight:
554.65
UNSPSC Code:
12352205
eCl@ss:
34058016
PubChem Substance ID:
24900007
NACRES:
NA.79
MDL number:
MFCD00079579

Key Documents

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Product Name

(±)-α-Tocopherol phosphate disodium salt, water-soluble α-tocopherol analog

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

300

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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Certificates of Analysis (COA)

Lot/Batch Number
0000521082
0000521082
0000520193
0000520193
0000498287

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Jean-Marc Zingg
Mini reviews in medicinal chemistry, 7(5), 543-558 (2007-05-17)
Natural vitamin E comprises 8 different analogues, the alpha-, beta-, gamma-, and delta-tocopherols and the alpha-, beta-, gamma-, and delta-tocotrienols. However, only alpha-tocopherol is selectively enriched by the liver; the other vitamin E analogues and also excess alpha-tocopherol are converted
Subhendu Mukherjee et al.
Biochimica et biophysica acta, 1782(9), 498-503 (2008-06-17)
The emerging potential of alpha-tocopheryl phosphate, a phosphoric acid ester of alpha-tocopherol, in health benefits was tested gavaging this compound (5 mg/kg body wt) to a group of rats for a period of thirty days while the control rats were
Tomohisa Mori et al.
Behavioural pharmacology, 18(8), 725-729 (2007-11-09)
Chronic morphine-induced withdrawal syndrome after morphine cessation remains a severe obstacle in the clinical treatment of morphine. Previous studies have shown that nitric oxide synthetase (NOS) inhibitors may have therapeutic potential in morphine withdrawal in humans. The mechanisms that underlie
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
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
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