rac-gamma-Tocopherol/rac-gamma-生育酚/7616-22-0
Specifications
Catalog #:1073
Scientific Name:rac-gamma-Tocopherol
Common Name:7,8-Dimethyltocol
Empirical Formula:C28H48O2
CAS#:7616-22-0
SDS:View Safety Data Sheet
Data Sheet:View Data Sheet
Formula Weight:417
Unit:50 mg/ml, 1ml
Solvent:hexane
Source:synthetic
Purity:TLC 95%; GC 96%; HPLC 96%
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:
γ-生育酚是许多种籽油中最常见的维生素E形式，也是美国饮食中维生素E的主要形式。γ-生育酚在某些过程中比其他形式的维生素E具有更大的功能，例如更强的捕捉亲脂亲电试剂的能力。此外，γ-生育酚具有独特的功能，不同于其他形式的维生素E，因为它能够抑制环氧合酶活性和钠尿有人认为γ-生育酚可能能预防心血管疾病和前列腺癌维生素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抗氧化活性通常为alpha > beta > gamma> delta，但其抗氧化能力可能取决于各种化学和物理条件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。
gamma-Tocopherol is the most prevalent form of vitamin E in many seed oils and is the major form of vitamin E in the U.S. diet. gamma-Tocopherol has greater functionability in some processes than other forms of vitamin E such as a greater ability to trap lipophilic electrophiles. In addition, gamma-tocopherol has functions unique from other forms of vitamin E, as in its ability to inhibit cyclooxygenase activity and as a natriuretic.1 It has been suggested that gamma-tocopherol may be able to protect against cardiovascular disease and prostate cancer.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 > gamma> delta 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. Q. Jiang et al. “gamma-tocopherol, the major form of vitamin E in the US diet, deserves more attention” American Journal of Clinical Nutrition, Vol.
74(6) pp. 714-722, 2001
2. K. Wagner, A. Kamal-Eldin, and I. Elmadfa “Gamma-tocopherol--an underestimated vitamin?” Annals of Nutrition and Metabolism, Vol. 48(3) pp. 169-
188, 2004
3. G. Burton and K. Ingold “Autoxidation of biological molecules. Antioxidant activity of vitamin E and related chain-breaking phenolic antioxidants in
vitro”, U. J. Am. Chem. Soc., Vol. 103 pp. 6472-6477, 1981
4. A. Sirikhachornkit et al. “Replacement of alpha-tocopherol by beta-tocopherol enhances resistance to photo-oxidative stress in a xanthophyll-deficient strain of
Chlamydomonas reinhardtii”, Eukaryotic Cell, doi:10.1128, 2009
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