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Enzymatic esterifications of functionalized phenols for the synthesis of lipophilic antioxidants

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Abstract

Of seven lipases used to esterify functionalized phenols and fatty acids to synthesize lipophilic antioxidants, that from Candida antarctica lipase B (CAL-B) had the highest catalytic activity. Esterification yields of benzoic acid derivatives catalyzed by CAL-B are below 2% after 7 days. In contrast, relatively high yields were obstained for the esterification of (poly)phenols bearing primary hydroxy groups and aliphatic acids (85% yield within 15 hours). Crude products were purified and used as lipophilic antioxidants in sunflower oil.

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Buisman, G., van Helteren, C., Kramer, G. et al. Enzymatic esterifications of functionalized phenols for the synthesis of lipophilic antioxidants. Biotechnology Letters 20, 131–136 (1998). https://doi.org/10.1023/A:1005368222340

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