54-28-4 Usage
Chemical Properties
clear light brown viscous liquid
Uses
Different sources of media describe the Uses of 54-28-4 differently. You can refer to the following data:
1. One of the naturally occurring forms of Vitamin E. Most abundant Tocopherol in soybean and corn oils.
2. (+)-γ-Tocopherol has been used:as reference material for the quantification of γ-tocopherol in the oil sample using high performance liquid chromatography with diode array detector (HPLC/DAD)(192}as a component of diet to feed vitamin-E-depleted rats to study its effectsas an additive in the feed to study its effects in reducing dietary induced oxidative stress in vivo and improving meat lipid stability in broilers
3. This Certified Spiking Solution? is suitable for use as a starting material in the preparation of linearity standards, calibrators, and controls in a variety of testing applications from diagnostic testing of Vitamin E deficiency by LC-MS/MS or HPLC to quality control testing of tocopherol-based dietary supplements or pharmaceutical preparations.
General Description
A lipid soluble form of Vitamin E, gamma-Tocopherol is important to human health as an antioxidant and food additive. Vitamin E deficiency, often the result of poor nutrition or low absorption of dietary fat, is monitored in patient serum samples by LC-MS/MS or HPLC.
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 antioxidants that protect cell membranes from oxidative damage. α-Tocopherol is the form of tocopherol preferentially absorbed by homo sapiens. Various isofroms and analogues of tocopherol have opposing and differentiated regulatory activities in vivo.
Purification Methods
-Tocopherol is purified by distillation at high vacuum and stored in dark ampoules under N2. UV: max at 298nm (A1cm 1% 92.8). It is insoluble in H2O but soluble in organic solvents. The allophanate (used for separating it from its isomers) has m 136-138o, [] D 18 +3.4o (CHCl3). [Baxter et al. J Am Chem Soc 65 918 1943, Emerson et al. Science 83 421 1936, J Biol Chem 113 319 1936, Beilstein 17/4 V 158.]
Check Digit Verification of cas no
The CAS Registry Mumber 54-28-4 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 5 and 4 respectively; the second part has 2 digits, 2 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 54-28:
(4*5)+(3*4)+(2*2)+(1*8)=44
44 % 10 = 4
So 54-28-4 is a valid CAS Registry Number.
InChI:InChI=1/C28H48O2/c1-20(2)11-8-12-21(3)13-9-14-22(4)15-10-17-28(7)18-16-25-19-26(29)23(5)24(6)27(25)30-28/h19-22,29H,8-18H2,1-7H3/t21-,22-,28-/m1/s1
54-28-4Relevant articles and documents
SEPARATION OF CHIRAL ISOMERS BY SFC
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Page/Page column 32; 33, (2016/12/22)
The present invention relates to the field of separating chiral isomers from each other. Particularly, it relates to the field of separating of chiral isomers of chromane or chromene compounds, particularly tocopherols, 3,4-dehydro-tocopherols and tocotrienols, as well as the protected forms thereof. It has been found that the use of supercritical carbon dioxide as mobile phase combined with the very specific chiral phase as stationary phase leads to a very efficient separation of the individual chiral isomers. As the method is very efficient and fast combined with advantageous in view of ecology it is of big industrial interest.
Kinetics of the reaction by which natural vitamin E is regenerated by vitamin C
Nagaoka, Shin-ichi,Kakiuchi, Takuhiro,Ohara, Keishi,Mukai, Kazuo
, p. 26 - 32 (2007/10/03)
The rate constant and activation energy of the regeneration reaction of natural vitamin E by vitamin C were determined with a double-mixing stopped-flow spectrophotometer. The formation of vitamin C radical was observed in the absorption spectrum. The kinetic effect of methyl substitution on the aromatic ring of vitamin E radical indicates that partial charge-transfer plays a role in the reaction. Since a substantial deuterium kinetic isotope effect was not found, the tunneling effect may not play an important role under the present experimental conditions.
The substrate specificity of tocopherol cyclase
Stocker, Achim,Fretz, Heinz,Frick, Haroun,Ruettimann, August,Woggon, Wolf-Dietrich
, p. 1129 - 1134 (2007/10/03)
The substrate specificity of the enzyme tocopherol cyclase from the blue-green algae Anabaena variabilis (Cyanobacteria) was investigated with 11 substrate analogues revealing the significance of three major recognition sites: (i) the OH group at C(1) of the hydroquinone, (ii) the (E) configuration of the double bond, and (iii) the length of the lipophilic side chain. Experiments with two affinity matrices suggest that substrates approach the enzyme's active site with the hydrophobic tail.
