Efficient Production of Naringin Acetate with Different Acyl Donors via Enzymatic Transesterification by Lipases

Yesol Baek, Seungmee Lee, Jemin Son, Taek Lee, Jong Min Oh, Sang Hun Lee, Hyun Uk Kim, Sang Woo Seo, Si Jae Park, Hah Young Yoo, Chulhwan Park

Research output: Contribution to journalArticlepeer-review

Abstract

Naringin, one of the citrus flavonoids and known as a natural antioxidant, has limited bioavailability owing to its low stability and solubility. However, naringin esters formed via acylation have recently been reported to possess improved physical and chemical properties. The development of these compounds has a great potential in the food, cosmetic and pharmaceutical industries, but low conversion and productivity are barriers to industrial applications. This study aimed to improve the conversion of naringin acetate, which is formed via the enzymatic reaction between naringin and an acyl donor. An optimal reaction condition was determined by evaluating the effect of various variables (enzyme type, enzyme concentration, acyl donor, molar ratio of reactants, reaction temperature, and solvent) on the synthesis of naringin acetate. The optimal condition was as follows: 3 g/L of Lipozyme TL IM, molar ratio of 1:5 (naringin:acyl donor), reaction temperature of 40 C, and acetonitrile as the reaction solvent. Under this condition, the maximum conversion to naringin acetate from acetic anhydride and vinyl acetate was achieved at approximately 98.5% (8 h) and 97.5% (24 h), respectively. Compared to the previously reported values, a high conversion was achieved within a short time, confirming the commercial potential of the process.

Original languageEnglish
Article number2972
JournalInternational Journal of Environmental Research and Public Health
Volume19
Issue number5
DOIs
StatePublished - 1 Mar 2022

Keywords

  • Acylation
  • Antioxidant
  • Enzymatic synthesis
  • Flavonoid
  • Flavonoid acetate
  • Flavonoid ester
  • Lipase
  • Naringin
  • Transesterification

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