レダクトンに関する研究(第1報) : アスコルビン酸の分解によつて出来る新しいレダクトンについて

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1) Four new reductones having the Rf values of 0.85,0.63,0.34,0.13 in butanol (4)-acetic (1)-water (5) system, were obtained from ascorbic acid when it was heated at 160〜170℃ for 3 hr in the presence of 2N sulfuric acid under high pressure. When dehydroascorbic acid was heated at 98℃ for 3 hr, it gave also four reductones, the Rf values of which were 0.83,0.73,0.32,0.13. Of all these reductones, the reductone of Rf 0.63 derived from ascorbic acid was different from that of Rf 0.73 derived from dehydroascorbic acid, but it was like reductic acid in some points, perhaps being a kind of the latter.2) When ascorbic acid is hydrolyzed by acid, it yields furfural in general, but dehydroascorbic acid does not so at the same conditions. It is probable that the decomposition routes of ascorbic acid and dehydroascorbic acid are different from each other.3) The following route is considered to be one of the mechanisms of ascorbic acid decomposition : Ascorbic acid→Dehydroascorbic acid→2.3-Diketogulonic acid→L-Xylosone→2-Ketoglutaraldehyde→Reductic acid→Furfural As 2.3-diketogulonic acid, 2-ketoglutaraldehyde and reductic acid in this route have reductone characters, the furfural formation from ascorbic acid can be briefly written as follows : Ascorbic acid-Reductone-Furfural 4) The reductone of Rf 0.83 corresponded to aci-reductone III named by Von EULER, and also Rf 0.32 and 0.13 coincided with those of aci-reductones V and IV, respectively, but their chemical constitution is not known at all.On the paper chromatogram 2-ketoglutaric acid derived from 2-ketoglutaraldehyde by oxidation shows a spot at 0.32,and the enol form of 2.3-diketogulonic acid a spot at 0.13.
公益社団法人日本生物工学会の論文
1958-07-15

レダクトンに関する研究(第1報) : アスコルビン酸の分解によつて出来る新しいレダクトンについて

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