Biosynthesis of novel anticoagulant substances, α-salicin and α-isosalicin, using sucrose phosphorylase
文献类型： 外文期刊
作者： Cheng, Yuxin 1 ; Sun, Jingjing 1 ; Wang, Wei 1 ; Jiang, Chengcheng 1 ; Hao, Jianhua 1 ;
作者机构： 1.Chinese Acad Fishery Sci, Yellow Sea Fisheries Res Inst, Qingdao Marine Sci & Technol Ctr, Lab Marine Drugs & Byprod, Qingdao 266071, Peoples R China
2.Zhejiang Ocean Univ, Coll Fisheries, Zhoushan 316022, Zhejiang, Peoples R China
3.Jiangsu Collaborat Innovat Ctr Exploitat & Utiliza, Lianyungang 222005, Peoples R China
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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