Lipase-Catalyzed Production of 6-O-cinnamoyl-sorbitol from D-sorbitol and Cinnamic Acid Esters

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• 作者：Jung-Ho Kim ; Shashi Kant Bhatia ; Dongwon Yoo…
• 关键词：Enzymatic synthesis ; 6 ; O ; cinnamoyl ; sorbitol ; Sorbitol ; Vinyl cinnamate ; Candida antarctica ; Lipase
• 刊名：Applied Biochemistry and Biotechnology
• 出版年：2015
• 出版时间：May 2015
• 年：2015
• 卷：176
• 期：1
• 页码：244-252
• 全文大小：541 KB
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• 作者单位：Jung-Ho Kim (1)
  Shashi Kant Bhatia (1)
  Dongwon Yoo (2)
  Hyung Min Seo (1)
  Da-Hye Yi (1)
  Hyun Joong Kim (1)
  Ju Hee Lee (1)
  Kwon-Young Choi (3)
  Kwang Jin Kim (4)
  Yoo Kyung Lee (5)
  Yung-Hun Yang (1) (6)
  
  1. Department of Biological Engineering, College of Engineering, Konkuk University, 1 Hwayang-dong, Gwangjin-gu, Seoul, 143-701, South Korea
  2. School of Chemical and Biological Engineering, Seoul National University, Gwanak-Gu, Seoul, 151-742, South Korea
  3. Department of Environmental Engineering, Ajou University, 206, World cup-ro, Yeongtong-gu, Suwon, Gyeonggi-do, 443-749, South Korea
  4. National Institute of Horticultural and Herbal Science, Suwon, 441-440, South Korea
  5. Division of Life Sciences, Korea Polar Research Institute, 12 Gaetbeol-ro, Yeonsu-gu, Incheon, 406-840, South Korea
  6. Institute for Ubiquitous Information Technology and Applications (CBRU), Konkuk University, Seoul, 143-701, South Korea
  
• 刊物类别：Chemistry and Materials Science
• 刊物主题：Chemistry
  Biotechnology
  Biochemistry
  
• 出版者：Humana Press Inc.
• ISSN：1559-0291

文摘

To overcome the poor properties of solubility and stability of cinnamic acid, cinnamate derivatives with sugar alcohols were produced using the immobilized Candida antarctica lipase with vinyl cinnamate and D-sorbitol as substrate at 45?°C. Immobilized C. antarctica lipase was found to synthesize 6-O-cinnamoyl-sorbitol and confirmed by HPLC and 1H-NMR and had a preference for vinyl cinnamate over other esters such as allyl-, ethyl-, and isobutyl cinnamate as co-substrate with D-sorbitol. Contrary to D-sorbitol, vinyl cinnamate, and cinnamic acid, the final product 6-O-cinnamoyl-sorbitol was found to have radical scavenging activity. This would be the first report on the biosynthesis of 6-O-cinnamoyl-sorbitol with immobilized enzyme from C. antarctica.