Evaluation of the Equilibrium Content of Tautomers of Deoxy-ketohexoses and Their Molar Absorption Coefficient of the Carbonyl Group in Aqueous Solution

  • Yoshihara Akihide
    Rare Sugar Research Center, Kagawa University
  • Sato Masashi
    Department of Applied Biological Science, Faculty of Agriculture, Kagawa University
  • Fukada Kazuhiro
    Department of Applied Biological Science, Faculty of Agriculture, Kagawa University

抄録

The equilibrium tautomeric composition in aqueous solution of 6-deoxy-L-psicose and 1-deoxy-D-tagatose was elucidated by means of 13C NMR spectroscopy at 15–50 °C. The molar absorption coefficient of their respective carbonyl group, εC=O, was determined from the linear relationship between the absorbance around 280 nm and molar concentration of the acyclic carbonyl form. It was found that εC=O for 6-deoxy-L-psicose was almost the same as for D-psicose, whereas εC=O for 1-deoxy-D-tagatose was reduced by ca. 25% compared to D-tagatose.

収録刊行物

  • Chemistry Letters

    Chemistry Letters 45 (2), 113-115, 2016

    公益社団法人 日本化学会

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