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(+)-delta-Tocopherol

CATALOG # 1790

Specifications

  • Catalog #:1790
  • Scientific Name:(+)-delta-Tocopherol
  • Common Name:8-Methyltocol
  • Empirical Formula:C27H46O2
  • CAS#119-13-1
  • SDSView 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:

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
Price $190.00

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