Candida sp. 99-125 lipase-catalyzed synthesis of ergosterol linolenate and its characterization

Food Chem. 2019 May 15:280:286-293. doi: 10.1016/j.foodchem.2018.12.076. Epub 2018 Dec 22.

Abstract

As a major sterol in edible mushroom, ergosterol has gained much attention owing to its potential bioactivities. However, ergosterol has a high melting point, poor oil solubility and stability, which restrict its scope of application. In this study, an ergosterol ester of α-linolenic acid was successfully and efficiently prepared using Candida sp. 99-125 lipase as a biocatalyst. The desired product was confirmed to be ergosterol linolenate using MS, FT-IR, and NMR analyses. Using Candida sp. 99-125 lipase, the product conversion exceeded 92% in 12 h under the following optimized parameters: 75 mmol/L ergosterol, 40 g/L lipase, 1:1.25 ergosterol-to-α-linolenic acid molar ratio, and 45 °C. The results confirmed that Candida sp. 99-125 lipase has good reusability and stability and is also relatively low cost, suggesting its great potential for large-scale production of ergosterol ester. Most importantly, the physiochemical properties (oil solubility and melting point) of ergosterol significantly improved after esterification with α-linolenic acid, thus facilitating its application in oil-based systems.

Keywords: Candida sp. 99-125 lipase; Ergosterol ester; Oil solubility; α-Linolenic acid.

MeSH terms

  • Biocatalysis
  • Candida / enzymology*
  • Enzymes, Immobilized / chemistry
  • Enzymes, Immobilized / metabolism
  • Ergosterol / chemistry
  • Ergosterol / metabolism*
  • Esterification
  • Lipase / chemistry
  • Lipase / metabolism*
  • Magnetic Resonance Spectroscopy
  • Oils, Volatile / chemistry
  • Oils, Volatile / metabolism
  • Solubility
  • Temperature
  • alpha-Linolenic Acid / chemistry
  • alpha-Linolenic Acid / metabolism*

Substances

  • Enzymes, Immobilized
  • Oils, Volatile
  • alpha-Linolenic Acid
  • Lipase
  • Ergosterol