Enzymatic synthesis of hydrophilic undecylenic acid sugar esters and their biodegradability |
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| Authors: | Raku Takao Kitagawa Masaru Shimakawa Hiromi Tokiwa Yutaka |
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| Institution: | (1) New Energy and Industrial Technology Development Organization (NEDO), Tsukuba Central 6, 1-1-1 Higashi, Tsukuba, Ibaraki, 305-8566, Japan;(2) Toyobo Research Center, Katata 2-1-1, Ohtsu, Shiga, 520-0292, Japan;(3) Konan Chemical Industry Co. Ltd., 5-21 Nakagawa-cho, Takatsuki, Osaka, 569-0066, Japan;(4) National Institute of Advanced Industrial Science and Technology (AIST), Tsukuba Central 6, 1-1-1 Higashi, Tsukuba, Ibaraki, 305-8566, Japan |
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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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| Keywords: | Bacillus subtilis protease biodegradability enzymatic synthesis sugar ester undecylenic acid |
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