Increased Enantioselectivity and Remarkable Acceleration of Lipase‐Catalyzed Transesterification by Using an Imidazolium PEG–Alkyl Sulfate Ionic Liquid
2006; Wiley; Volume: 12; Issue: 36 Linguagem: Inglês
10.1002/chem.200601043
ISSN1521-3765
AutoresToshiyuki Itoh, Yuichi Matsushita, Yoshikazu Abe, Shihui Han, Shohei Wada, Shuichi Hayase, Motoi Kawatsura, Shigeomi Takai, Minoru Morimoto, Yoshihiko Hirose,
Tópico(s)Analytical Chemistry and Chromatography
ResumoAbstract Several types of imidazolium salt ionic liquids were prepared derived from poly(oxyethylene)alkyl sulfate and used as an additive or coating material for lipase‐catalyzed transesterification in an organic solvent. A remarkably increased enantioselectivity was obtained when the salt was added at 3–10 mol % versus substrate in the Burkholderia cepacia lipase (lipase PS‐C)‐catalyzed transesterification of 1‐phenylethanol by using vinyl acetate in diisopropyl ether or a hexane solvent system. In particular, a remarkable acceleration was accomplished by the ionic liquid coating with lipase PS in an i Pr 2 O solvent system while maintaining excellent enantioselectivity; it reached approximately 500‐ to 1000‐fold acceleration for some substrates with excellent enantioselectivity. A similar acceleration was also observed for IL 1 ‐coated Candida rugosa lipase. MALDI‐TOF mass spectrometry experiments of the ionic‐liquid‐coated lipase PS suggest that ionic liquid binds with lipase protein.
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