(+)-delta-Tocopherol/-(+)-delta-生育酚/119-13-1
Specifications
Catalog #:1790
Scientific Name:(+)-delta-Tocopherol
Common Name:8-Methyltocol
Empirical Formula:C27H46O2
CAS#:119-13-1
SDS:View Safety Data Sheet
Data Sheet:View Data Sheet
Formula Weight:403
Unit:50 mg/ml, 1 ml
Solvent:hexane
Source:natural
Purity:TLC, 95%; GC, 98%
Analytical Methods:TLC,GC, identity confirmed by MS
Natural Source:plant
Solubility:methanol, ethanol, hexane, chloroform
Physical Appearance:liquid
Storage:-20°C
Dry Ice:No
Hazardous:Yes
Description
Application Notes:
δ-生育酚是维生素E的一种形式，在动物组织中已发现它的保留率比-生育酚低得多由于只有一个酚羟基间甲基，而没有正甲基，因此在体内的抗氧化活性远低于α -生育酚，α -生育酚有两个正甲基和一个间甲基。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。
delta-Tocopherol is one of the forms of vitamin E and in animal tissues has been found to have much less retention than alpha-tocopherol.1 Due to its having only one methyl group meta to the phenolic hydroxyl group and no ortho-methyl groups, delta-tocopherol has much less antioxidant activity in vivo than alpha-tocopherol which has two ortho-methyl groups and a meta-methyl group. 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.2 Antioxidant activity in vivo is normally alpha>beta>gamma>delta but the antioxidant potency may depend on various chemical and physical situations.3 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. S. Chiku, K. Hamamura and T. Nakamura “Novel urinary metabolite of d-delta-tocopherol in rats” Journal of Lipid Research, Vol. 25 pp. 40-48, 1984
2. 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
3. Anchalee Sirikhachornkit, Jai W. Shin, Irene Baroli, and Krishna K. Niyogi Replacement of a -tocopherol by ß -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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