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Effect of ionic liquids on enzymatic synthesis of caffeic acid phenethyl ester

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Abstract

Although caffeic acid phenethyl ester (CAPE), an active flavonoid, plays an important role in the antioxidant activity of honeybee propolis, the isolation of CAPE from honeybee propolis is time-consuming due to wide variety of impurities present. Therefore, biochemical method to synthesize CAPE was investigated in this study. Since ionic liquids (ILs) possess some unique characteristics as appreciated alternatives to conventional solvents for certain biotransformation, the effect of ILs as reaction media for enzymatic synthesis of CAPE was assessed. Several factors including substrate molar ratio, and reaction temperature affecting the conversion yield of lipase-catalyzed CAPE synthesis were also investigated. Reaction yields were significantly higher in hydrophobic ILs than in hydrophilic ILs (almost zero). Among nine hydrophobic ILs tested, the highest conversion of synthetic reaction was obtained in 1-ethyl-3-methylimidazolium bis[(trifluoromethyl)sulfonyl]imide ([Emim][Tf2N]). A reaction temperature of 70 °C was found to give high conversion. In addition, optimal substrate molar ratio between phenethyl alcohol and caffeic acid (CA) was decreased significantly from 92:1 to 30:1 when ILs were used instead of isooctane.

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Acknowledgments

This paper has been supported by 2011 Hannam University Research Fund.

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Authors and Affiliations

  1. Department of Chemical Engineering and Nano-Bio Technology, Hannam University, Daejeon, 305-811, Korea

    Sung Ho Ha

  2. Department of Biological Engineering, Inha University, Incheon, 402-751, Korea

    Tran Van Anh & Yoon-Mo Koo

  3. Department of Microbial Engineering, Konkuk University, Seoul, 143-701, Korea

    Sang Hyun Lee

Authors
  1. Sung Ho Ha
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  2. Tran Van Anh
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  3. Sang Hyun Lee
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  4. Yoon-Mo Koo
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Correspondence to Sung Ho Ha or Yoon-Mo Koo.

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Ha, S.H., Anh, T.V., Lee, S.H. et al. Effect of ionic liquids on enzymatic synthesis of caffeic acid phenethyl ester. Bioprocess Biosyst Eng 35, 235–240 (2012). https://doi.org/10.1007/s00449-011-0601-4

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  • DOI: https://doi.org/10.1007/s00449-011-0601-4

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