4.4 Article

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

Journal

APPLIED BIOCHEMISTRY AND BIOTECHNOLOGY
Volume 176, Issue 1, Pages 244-252

Publisher

HUMANA PRESS INC
DOI: 10.1007/s12010-015-1570-x

Keywords

Enzymatic synthesis; 6-O-cinnamoyl-sorbitol; Sorbitol; Vinyl cinnamate; Candida antarctica; Lipase

Funding

  1. Basic Science Research Program through the National Research Foundation of Korea (NRF) - Ministry of Education [NRF-2013R1A1A2A10004690]
  2. KOPRI [PE14030]
  3. R&D Program of MOTIE/KEIT [10048350]
  4. Rural Development Administration, Republic of Korea [010205022014]
  5. KU Brain Pool of Konkuk University
  6. Korea Evaluation Institute of Industrial Technology (KEIT) [10048350] Funding Source: Korea Institute of Science & Technology Information (KISTI), National Science & Technology Information Service (NTIS)
  7. Korea Institute of Marine Science & Technology Promotion (KIMST) [PE14030] Funding Source: Korea Institute of Science & Technology Information (KISTI), National Science & Technology Information Service (NTIS)

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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 A degrees C. Immobilized C. antarctica lipase was found to synthesize 6-O-cinnamoyl-sorbitol and confirmed by HPLC and H-1-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.

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