基于γ-环糊精的谷胱甘肽过氧化物酶模拟物的构建及催化作用  

Synthesis and catalytic properties of novel gamma-cyclodextrin-derived compounds with glutathione peroxidase activity

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作  者:焦爱权[1] 周星[1] 杨哪[1] 王金鹏[1] 田耀旗[1] 徐学明[1] 金征宇[1] 

机构地区:[1]食品科学与技术国家重点实验室江南大学食品学院,江苏无锡214122

出  处:《化学研究与应用》2013年第1期20-26,共7页Chemical Research and Application

基  金:国家科技支撑计划项目(2012BAD37B00)资助

摘  要:基于对天然谷胱甘肽过氧化物酶(GPX)结构与功能的理解,我们利用超分子化学的方法和原理,选择γ-环糊精为骨架,通过引入催化基团硒或碲,设计并合成了7种基于γ-环糊精的新型谷胱甘肽过氧化物酶(GPX)模拟物,并采用元素分析、红外光谱、核磁共振等手段对其结构进行了详细的表征和确认。运用GPX经典双酶体系法测定了它们的GPX活性,实验结果表明:6,6’双碲桥联γ-环糊精(6-diTe-γ-CD)表现出了最高的GPX活性,其催化GSH还原过氧化氢(H2O2)、叔丁基过氧化氢(t-BuOOH)和枯烯过氧化氢(CuOOH)的活力分别是传统小分子硒酶Ebselen的147.3、1897.9和663.9倍,该结果是目前报道的环糊精GPX模拟物中酶活力最高的。On the basis of structural understanding for GPX, we selected Y-eyelodextrin (T-CD)as the scaffolds of enzyme models, and introduced catalytic sites Se or Te by chemical modification. Finally, we obtained seven novel GPX mimics. Their structures were identified by IR, t HNMR and elemental analysis. Their GPX-like antioxidant activities were studied using hydrogen peroxide (HzO2 ),tert-butylhydroperoxide( t-BuOOH), and cumene hydroperoxide (CuOOH)as substrates and glutathione as thiol oo-sub- strate. The results showed that 6A ,6B-ditelluronic acid-A', 6B' -tellurium bridged y-eyclodextrin (6-diTe-o,-CD)had the highest peroxidase activity. Hydroperoxides decomposing capacity of 6-diTe-T-CD was determined to be 145. 8,645.3,832. 2 U/μmol,re- spectively, with hydrogen peroxide ( H2 02 ), tea-butyl hydroperoxide ( t-BuOOH ) and eumene hydroperoxide ( CuOOH ), which was almost 147.3,1897. 9. 3,663.9-fold than that of Ebselen,a well-known GPX mimic.

关 键 词:Γ-环糊精 谷胱甘肽过氧化物酶 模拟酶 

分 类 号:O643.36[理学—物理化学]

 

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