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Enzymatic synthesis of trehalose esters having lipophilicity
Authors:Raku T  Kitagawa M  Shimakawa H  Tokiwa Y
Institution:

a New Energy and Industrial Technology Development Organization (NEDO), Tsukuba Central 6, 1-1-1 Higashi, Tsukuba, Ibaraki 305-8566, Japan

b Toyobo Research Center, Katata 2-1-1, Ohtsu, Shiga 520-0292, Japan

c Konan Chemical Industry Co. Ltd, 5-21 Nakagawa, Takatsuki, Osaka 569-0066, Japan

d National Institute of Advanced Industrial Science and Technology (AIST), Tsukuba Central 6, 1-1-1 Higashi, Tsukuba, Ibaraki 305-8566, Japan

Abstract:To improve trehalose lipophilicity, trehalose was regioselectively esterified with vinyl fatty acid esters in dimethyl formamide by protease from Bacillus subtilis to give 6-O-lauroyltrehalose, 6-O-myristoyltrehalose, 6-O-palmitoyltrehalose, 6-O-stearoyltrehalose, 6-O-oleoyltrehalose and 6-O-linoleoyltrehalose. The influence of structural variation by changing fatty acid substitute was examined by measurement of the surface tension and biodegradability.
Keywords:Trehalose ester  Enzymatic synthesis  Protease  Regioselectivity  Surface tension  Biodegradability
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