有機溶媒中におけるトリブチリルグリセリンと2‐アルカノールとのリパーゼを用いたエステル交換による動力学的分割

書誌事項

タイトル別名
  • Analysis of Kinetic Resolution Data in Lipase Catalyzed Transesterification between Tributyrylglycerol and 2-Alkanols in Organic Solvents.
  • ユウキ ヨウバイチュウ ニ オケル トリブチリルグリセリン ト 2-アルカノー

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抄録

Lipase catalyzed transesterification between tributyrylglycerol (1) and 2-alkanols (2) has been studied at 30°C using Pseudomonas cepacia and porcine pancreatic lipases (PCL and PPL), six alcohols, and five kinds of organic solvents. The kinetic resolution data were quantitatively analyzed for resolving the alcohol (ee≥0.95) from the racemate, (RS) - (2). The enantiomeric ratios (E values) of PPL catalysis were larger than those of PCL in all cases. E differed according to solvent and the structure of (2). A reversibility of the transesterification was examined : the equilibrium constants (K) were 0.0150.038 and decreased with increase in the hydrophobicity of solvent. The resolution of (R) - (2) (ee ≥0.95) from (RS) - (2) was thus carried out and the measured optical purity of (R) - (2) was in agreement with that expected from E and K. The resolution of (S) - (2) appeared to be strongly affected by K, i.e., the reverse reaction.

収録刊行物

  • 日本油化学会誌

    日本油化学会誌 45 (8), 761-767, 1996

    公益社団法人 日本油化学会

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