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Enzymatic synthesis of hydrophilic undecylenic acid sugar esters and their biodegradability

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Abstract

To enhance water solubility of 10-undecylenic acid, which has anti-fungus, anti-bacterial and anti-virus activity, d-glucose, trehalose and sucrose were regioselectively esterified with vinyl 10-undecylenic acid ester in dimethyl formamide by a commercial protease, Bioprase conc., from Bacillus subtilis. 6-O-(10-Undecylenoyl) d-glucose, 6-O-(10-undecylenoyl) trehalose and 1′-O-(10-undecylenoyl) sucrose were obtained. The influence of structural variation by changing the sugar moiety was analyzed the surface tension and biodegradability.

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Raku, T., Kitagawa, M., Shimakawa, H. et al. Enzymatic synthesis of hydrophilic undecylenic acid sugar esters and their biodegradability. Biotechnology Letters 25, 161–166 (2003). https://doi.org/10.1023/A:1021983705883

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  • DOI: https://doi.org/10.1023/A:1021983705883

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