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rac-alpha-Tocopherol/rac-alpha-生育酚/10191-41-0

Specifications

  • Catalog #:1072

  • Scientific Name:rac-alpha-Tocopherol

  • Common Name:5,7,8-Trimethyltocol

  • Empirical Formula:C29H50O2

  • CAS#:10191-41-0

  • SDS:View Safety Data Sheet

  • Data Sheet:View Data Sheet

  • Formula Weight:431

  • Unit:50 mg/ml, 1ml

  • Solvent:hexane

  • Source:synthetic

  • Purity:TLC 95%;GC 98%, HPLC 98%

  • Analytical Methods:TLC, GC, HPLC; identity confirmed by MS

  • Solubility:methanol, ethanol, hexane, chloroform

  • Physical Appearance:liquid

  • Storage:-20°C

  • Dry Ice:No

  • Hazardous:Yes

Description

Application Notes:

α-生育酚是维生素E的八种形式之一,含有三个甲基,附着在色环上。在所有形式的维生素E中,α-生育酚优先被动物的肝脏保留,并在细胞中经历较慢的分解代谢。已经发现-生育酚抑制蛋白激酶C的活性,蛋白激酶C是一种参与平滑肌细胞、血小板和单核细胞增殖和分化的酶。α-生育酚的其他功能还包括基因调控,mRNA或蛋白质合成的上调,以及防止有害的7-羟基胆固醇进入细胞尽管-生育酚的体外抗氧化活性早已被证实,但这似乎并不是它在体内的主要功能之一维生素E参与免疫功能、细胞信号转导、基因表达调控和其他代谢过程。维生素E还可以通过将酚氢提供给脂质自由基来抑制脂质氧化体内的抗氧化活性通常是α - β - δ -,但抗氧化能力可能取决于各种化学和物理情况原甲基取代基对生育酚的抗氧化活性起着重要作用,而植基尾对其在生物膜中的位置至关重要。维生素E的抗氧化特性可以延缓唐氏综合征患者的记忆丧失,这是由于维生素E保护了超氧化物歧化酶过量活动引起的有害氧化。维生素E仅在植物、藻类和一些蓝藻中天然产生,因此是人类和动物的重要膳食营养物质。

Alpha-tocopherol is one of the eight forms of vitamin E and contains three methyl groups attached to the chromonal ring. Of all the forms of vitamin E, alpha-tocopherol is preferentially retained by the liver in animals and undergoes slower catabolism in cells. It has been found that alpha-tocopherol inhibits the activity of protein kinase C, an enzyme involved in cell proliferation and differentiation in smooth muscle cells, platelets, and monocytes. Other functions of alpha-tocopherol include gene regulation, up-regulation of mRNA or protein synthesis, and preventing the uptake of the harmful 7- hydroxycholesterol into cells.1 Although the antioxidant activity of alpha-tocopherol in vitro has long been established it appears that this may not be one of its primary functions in vivo.2 Vitamin E is involved in immune function, cell signaling, regulation of gene expression, and other metabolic processes. Vitamin E also inhibits lipid oxidation by donating its phenolic hydrogen to lipid free radicals.3 Antioxidant activity in vivo is normally alpha>beta>delta>gamma but the antioxidant potency may depend on various chemical and physical situations.4 The ortho-methyl substitution of the chroman head plays a vital role in the antioxidant activity of tocopherols while the phytyl tail is very important for proper positioning in the biomembranes. The antioxidant properties of vitamin E may delay memory loss in Down’s syndrome patients due to their protection from harmful oxidation caused by excess activity of superoxide dismutase. Vitamin E is only naturally produced in plants, algae, and some cyanobacteria and is therefore an important dietary nutrient for humans and animals.

References:
1. R. Brigelius and M. Traber “Vitamin E: Funcion and Metabolism” The FASEB Journal, Vol. 13(10) pp. 1145-1155, 1999
2. A. Azzi “Molecular mechanism of -tocopherol action” Free Radical Biology and Medicine, Vol. 43:1 pp. 16-21, 2007
3. G. W. Burton and K. Ingold Autoxidation of biological molecules. 1. Antioxidant activity of vitamin E and related chain-breaking phenolic antioxidants in vitro, U. J. Am. Chem. Soc., 103, 6472-6477, 1981
4. Anchalee Sirikhachornkit, Jai W. Shin, Irene Baroli, and Krishna K. Niyogi Replacement of  -tocopherol by  -tocopherol enhances resistance to photooxidative stress in a xanthophyll-deficient strain of Chlamydomonas reinhardtii, Eukaryotic Cell, doi:10.1128, 2009

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