(3)アスコルビン酸の新機能についての考察 : サイトカイン系との相互作用について(生命システムにおけるビタミンC)

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In 1989, we have developed a novel vitamin C derivative, 2-O-α-D-glucopyranosyl-L-ascorbic acid (AA-2G), which is highly stable to heat and oxidative stress. This stable form of ascorbate, of which hydroxy moiety at the C-2 position is regiospecifically substituted with glucose, was enzymatically synthesizes with mammalian intestinal and rice seed α-glucosidase, and cyclodextrin glucanotans-ferase from Bachillus stearothermophylus. In 1999, we have also reported a series of 6-acylated forms of AA-2G, 6-Acyl-AA-2Gs, of which hydroxy moiety at the C-6 position of AA-2G is substituted with fatty acids having a different length of carbon chains. Exposure both of AA-2G and 6-Acyl-AA-2G to the mammalian biomembrance results in the formation of active vitamin C by α-glucosidase and/or esterase. AA-2G has been admitted as a medicinal additive for whitening and is widely used in domestic and foreign countries for years. Our of the various acylated derivatives, 6-O-dodecanoyl-2-O-α-D-glucopyranosyl-L-ascorbic acid is considered to be the most expected candidate in application for medicinal use, for examples, preservation solution for the grafts, whitening ingredient, food additives and medicines, because it is the most prominent one in terms of the stability, effectiveness and skin permeability. The two types of ascorbate derivatives are very useful vitamin C source, especially in the tissue culture experiments and contribute the finding of unknown physiological action, and to the clarification of the mode of action of ascorbate. It has been found that vitamin C stimulates the cytokine generation and enhances the cytokine-induced biological activity in immune and neurological responses, although ascorbate alone is without effect. These findings suggest that AA-2G and 6-Acyl-AA-2G not only may serve as useful agents for the medicinal and cosmetic use, but also contributes to shed some light on a new aspect of the biological activity of ascorbate.
日本ビタミン学会の論文
2003-07-25

(3)アスコルビン酸の新機能についての考察 : サイトカイン系との相互作用について(生命システムにおけるビタミンC)

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