Biosynthesis of novel anticoagulant substances, α-salicin and α-isosalicin, using sucrose phosphorylase

文献类型： 外文期刊

第一作者： Cheng, Yuxin

作者： Cheng, Yuxin;Sun, Jingjing;Wang, Wei;Jiang, Chengcheng;Hao, Jianhua;Cheng, Yuxin;Hao, Jianhua;Hao, Jianhua

作者机构：

关键词： Sucrose phosphorylase; Transglycosylation; alpha-Salicin; alpha-Isosalicin; Anticoagulant

期刊名称：CARBOHYDRATE RESEARCH （ 影响因子：2.5； 五年影响因子：2.7 ）

ISSN： 0008-6215

年卷期： 2025 年 554 卷

页码：

收录情况： SCI

摘要： This study reports the enzymatic synthesis of novel anticoagulant glycosides, alpha-salicin and alpha-isosalicin, through the transglycosylation of o-hydroxybenzyl alcohol (salicyl alcohol) catalyzed by marine-derived sucrose phosphorylase Suc75290. Under optimized conditions (240 g/L sucrose, 12 g/L o-hydroxybenzyl alcohol, 150 U/mL enzyme, pH 7.5, 45 degrees C, 20 h), a conversion rate of 79.17 +/- 0.64 % was achieved, yielding 8.57 +/- 0.33 g/L alpha-salicin and 0.52 +/- 0.19 g/L alpha-isosalicin. Structural characterization by NMR confirmed the alpha-configuration of both compounds. In vitro anticoagulant assays demonstrated that these glycosides significantly prolonged activated partial thromboplastin time (APTT), prothrombin time (PT), and thrombin time (TT), while reducing fibrinogen (FIB) levels, indicating dual inhibition of intrinsic and extrinsic coagulation pathways. Molecular docking revealed key interactions between salicyl alcohol and Suc75290's active site. This work establishes an efficient enzymatic route to alpha-anomeric salicin analogs with therapeutic potential, circumventing the limitations of chemical synthesis. These two novel anticoagulant glycoside compounds enzymatically synthesized provide new research ideas for the development of anticoagulant drugs.

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