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Synthesis of alpha-tocopheryl oligosaccharides

M Lahmann¹, J Thiem

¹Institut für Organische Chemie, Universität Hamburg, Germany.

Carbohydrate Research

|March 26, 1997

Summary

Tocopherols, natural antioxidants, were modified to create water-soluble alpha-tocopheryl oligosaccharides. These compounds, including alpha-tocopheryl beta-maltotetraoside, show promise for applications requiring enhanced solubility.

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Area of Science:

Chemistry
Food Science
Pharmaceutical Science

Background:

Tocopherols and their esters are widely used as natural antioxidants in food, pharmaceuticals, and cosmetics.
The lipophilic nature of tocopherols limits their solubility in aqueous systems.

Purpose of the Study:

To synthesize alpha-tocopheryl oligosaccharides to increase the polarity and water solubility of tocopherols.
To evaluate the water solubility of the synthesized compounds.

Main Methods:

Synthesis of a series of alpha-tocopheryl oligosaccharides using BF3-etherate as a catalyst.
Purification and characterization of the synthesized compounds.

Main Results:

Successful synthesis of alpha-tocopheryl oligosaccharides.
The pure alpha-tocopheryl beta-maltotetraoside and higher homologues demonstrated significant water solubility.

Conclusions:

Alpha-tocopheryl oligosaccharides represent a promising class of compounds for enhancing tocopherol's utility in aqueous formulations.
The synthesized compounds offer improved solubility for applications in food, pharmaceuticals, and cosmetics.

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