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

He, Wen-Sen, Li, Lingling, Zhao, Jia, Xu, Hanshan, Rui, Jiaxin, Cui, Dandan, Li, He, Zhang, Huijuan, Liu, Xinqi
Food chemistry 2019 v.280 pp. 286-293
Candida, Fourier transform infrared spectroscopy, alpha-linolenic acid, bioactive properties, biocatalysts, carboxylic ester hydrolases, ergosterol, esterification, melting point, mushrooms, nuclear magnetic resonance spectroscopy, oils, solubility
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.