A highly efficient diastereoselective synthesis of α-isosalicin by maltase from Saccharomyces cerevisiae

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• 作者：Duš ; an Veli&#x10d ; ković ; ^a ; Aleksandra Dimitrijević ; ^a ; Filip Bihelović ; ^a ; Dejan Bezbradica^b ; Ratko Jankov^a ; Nenad Milosavić ; ^a ; ^{nenadmil@chem.bg.ac.rs"" rel=""nofollow}
• 关键词：α ; -Isosalicin ; Glucosidase ; Salicyl alcohol ; Transglucosylation ; Bakers’ ; yeast
• 刊名：Process Biochemistry
• 出版年：2011
• 出版时间：August 2011
• 年：2011
• 卷：46
• 期：8
• 页码：1698-1702
• 全文大小：545 K

文摘

In this report, α-isosalicin, a potent anticoagulant and skin whitening agent, was synthesized by a highly efficient chemoselective and diastereoselective reaction, catalyzed by maltase from bakers’ yeast (Saccharomyces cerevisiae). The highest yield of this one-step transglucosylation reaction was achieved with 50 mM of salicyl alcohol as a glucose acceptor. The key reaction factors were optimized using response surface methodology (RSM) with an enzyme concentration of 10 U/mL. The optimum temperature of the reaction was determined as 36.5 °C, the optimal maltose concentration was 40 % (w/v), the optimal pH was 6.5, and the optimal reaction time was 16 h. Under these conditions 75 % of α-isosalicin was obtained, with a yield of 10 g/L, and no by product formation was observed.