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| | D-gamma-Tocopherol Basic information |
| Product Name: | D-gamma-Tocopherol | | Synonyms: | 3,4-dihydro-2,7,8-trimethyl-2-(4,8,12-trimethyltridecyl)-,[2R-[2R*(4R*,8R*)]]-2H-1-Benzopyran-6-ol;3,4-dihydro-2,7,8-trimethyl-2-(4,8,12-trimethyltridecyl)-2h-1-benzopyran-6-o;(R,R,R)-γ-Tocopherol;[2R[2R*(4R*,8R*)]]-3,4-dihydro-2,7,8-trimethyl-2-(4,8,12-trimethyltridecyl)-2H-benzopyran-6-ol;GAMMA-TOCOPHEROL, 25MG, NEAT;VITAMIN E(GAMMA)(REAGENT / STANDARD GRADE);D-GAMMA-TOCOPHEROL;2H-1-Benzopyran-6-ol, 3,4-dihydro-2,7,8-trimethyl-2-(4R,8R)-4,8,12-trimethyltridecyl-, (2R)- | | CAS: | 54-28-4 | | MF: | C28H48O2 | | MW: | 416.68 | | EINECS: | 200-201-5 | | Product Categories: | Aromatics;Chiral Reagents;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals | | Mol File: | 54-28-4.mol |  |
| | D-gamma-Tocopherol Chemical Properties |
| alpha | 30 º (C=2.0 IN ISOOCTANE 25 ºC) | | Boiling point | 200 °C (0.1 mmHg) | | density | 0.9882 (rough estimate) | | refractive index | n20/D 1.505 | | Fp | 9℃ | | storage temp. | -20°C | | solubility | Chloroform (Sparingly), Ethanol (Slightly), Methanol (Sparingly) | | pka | 11.05±0.40(Predicted) | | form | Viscous Liquid | | color | Clear light brown | | Merck | 13,9573 | | BRN | 93072 | | Stability: | Light Sensitive | | LogP | 11.440 (est) | | CAS DataBase Reference | 54-28-4(CAS DataBase Reference) | | EPA Substance Registry System | D-.gamma.-Tocopherol (54-28-4) |
| | D-gamma-Tocopherol Usage And Synthesis |
| Chemical Properties | clear light brown viscous liquid | | Uses | (+)-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 effects
- as an additive in the feed to study its effects in reducing dietary induced oxidative stress in vivo and improving meat lipid stability in broilers
| | Uses | 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. | | Uses | One of the naturally occurring forms of Vitamin E. Most abundant Tocopherol in soybean and corn oils. | | Definition | ChEBI: Gamma-tocopherol is a tocopherol in which the chroman-6-ol core is substituted by methyl groups at positions 7 and 8. It is found particularly in maize (corn) oil and soya bean (soybean) oils. It has a role as a plant metabolite, a food antioxidant and an algal metabolite. It is a vitamin E and a tocopherol. | | 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.] |
| | D-gamma-Tocopherol Preparation Products And Raw materials |
| Raw materials | 2H-1-Benzopyran-5-carboxaldehyde, 6-(acetyloxy)-3,4-dihydro-2,7,8-trimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-, (2R)--->1,4-Benzenediol, 2,3-dimethyl-5-[(2E,7R,11R)-3,7,11,15-tetramethyl-2-hexadecen-1-yl]--->2H-1-Benzopyran-5-carboxylic acid, 3,4-dihydro-6-hydroxy-2,7,8-trimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-, (2R)--->2H-1-Benzopyran-6-ol, 5-(bromomethyl)-3,4-dihydro-2,7,8-trimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-, (2R)--->1,4-DiMethoxy-2,3-diMethylbenzene-->D-DELTA-TOCOPHEROL-->Vitamin E | | Preparation Products | 3,4-dihydro-2,7,8-trimethyl-2-(4,8,12-trimethyltridecyl)-2H-benzopyran-6-ol-->2H-1-Benzopyran-6-ol, 3,4-dihydro-2,7,8-trimethyl-5-nitro-2-[(4R,8R)-4,8,12-trimethyltridecyl]-, (2R)- |
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