強塩基性アニオン交換樹脂による糖類の変換反応(第1報)

抄録

When Dowex 1×2 (OH^- form) was suspended in an aqueous solution, glucose epimerized to fructose and mannose, and degraded to arabinose. The conditions of this reaction were investigated and it was found, first, that strongly basic anion-exchange resins universally reacted while weakly basic ones did not, second, that the reaction produced a better result at 30° than at 50°, and, third, that a sugar concentration of 100μg/ml was the most desirable for both epimerization and degradation. Comparison of effects of resin forms (OH^-, Cl^-, BO^-₂, H₂PO^-₄, and SO^2-₄) of Dowex 1×2 on yields of arabinose and fructose from glucose showed that glucose epimerized and degraded only in the case (OH^- form or BO^-₂ form) where glucose combined with the resin. The fact that the yield of arabinose from fructose with Dowex 1×2 (OH^- form and BO^-₂ form) was much lower than those from glucose and mannose suggested that a structure having a carbonyl group at C-1 was necessary for degradation to arabinose. Autoradiography and radio-gas chromatography of reaction products from ¹⁴C-glucoses with Dowex 1×2 (OH^- form) proved that the C-1 carbon of glucose split off as formic acid. A hypothetical degradation reaction-mechanism was postulated.