天然海藻二糖中羟基选择性保护技术研究  

Study on the Selective Protection Technology of Hydroxyl Groups in Natural Trehaloses

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作  者:刘金瀚 顾也欣 梁观峰 LIU Jinhan;GU Yexin;LIANG Guanfeng(School of Chemistry and Chemical Engineering,Henan University of Technology,Zhengzhou 450001,China;Shanghai Yuju Technology Co.,Ltd.,Shanghai 201100,China;Department of Chemistry,Fudan University,Shanghai 200433,China)

机构地区:[1]河南工业大学化学化工学院,河南郑州450001 [2]上海昱聚科技有限公司,上海201100 [3]复旦大学化学系,上海200433

出  处:《生物化工》2022年第5期44-48,共5页Biological Chemical Engineering

摘  要:目的:对海藻糖上的羟基实现选择性保护。方法:两步法-质谱联用(Gas Chromatography-Mass Spectrometry,GC-MS)确定产物的分子结构,利用气相色谱-氢火焰离子化检测法(Gas Chromatography-hydrogen Flame Ionization Detection,GC-FID)定量分析反应物及产物,以确定转化率和收率,利用核磁共振对海藻二糖羟基保护产物的结构进行表征。结果:利用甲醇和环己酮实现环己酮二甲缩酮的高收率合成,并在技术质子酸的参与下实现了对海藻二糖羟基的选择性保护,具有选择性强、产率高的特点。结论:此方法可以快速、简便、高收率地实现对海藻二糖羟基的选择性保护。Objective: To achieve selective protection of hydroxyl groups on trehalose. Methods: Trehalose hydroxyl protected derivatives are synthesized in two steps, and the molecular structure of the product is determined by gas chromatography-mass spectrometry(GC-MS). The reactants and products are quantitatively analyzed by gas chromatography-hydrogen flame ionization detection(GC-FID) to determine the conversion and yield. The structure of trehalose hydroxyl protected products is characterized by nuclear magnetic resonance. Results: The synthesis of p-cyclohexanone dimethyl ketal with high yield is realized by using methanol and cyclohexanone, and the selective protection of seaweed disaccharide is realized under the influence of high concentration proton acid. Conclusion: This method can realize the selective protection of seaweed disaccharide quickly, simply and in high yield.

关 键 词:海藻二糖 选择性保护 缩酮化反应 质子酸 

分 类 号:O629.12[理学—有机化学]

 

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