Carbohydrate Receptors and Sensors

碳水化合物受体和传感器

• 批准号: 9307282
• 负责人: Eric Anslyn
• 金额: $ 23.4万
• 依托单位: University of Texas at Austin
• 依托单位国家: 美国
• 项目类别: Continuing Grant
• 财政年份: 1993
• 资助国家: 美国
• 起止时间: 1993-07-01 至 1997-06-30
• 项目状态: 已结题
• 来源: https://www.nsf.gov/awardsearch/showAward?AWD_ID=9307282&HistoricalAwards=false
• 关键词: Carbohydrate; Receptors; Sensors

Two related topics will be studied: (1) Carbohydrate molecular recognition in lipophilic and hydrophilic solvents and (2) Multifunctional catalysis in phosphatediester hydrolysis. In the first topic, molecules will be investigated where two intramolecular hydrogen bonds are both retained and broken in complexation to a receptor with two hydrogen bonds. Multiple energetic analyses will be used to probe the strength of intra- and inter-molecular hydrogen bonds. Bis-boronic acid molecular hosts that are complementary to pyranoses will be prepared that incorporate a redox metal ion that will change coordination on complexing glucose. The difference in redox potential of the metal ion, with different coordination spheres, will be the basis of an electrochemical sensor for glucose in aqueous medium. In the second topic, bifunctional catalysis by two guanidinium groups in stabilization of the transition state of phosphatediester hydrolysis will be studied. Trifunctional catalysis with a general base and tetrafunctional catalysis with an added metal ion will be studied in the guanidinium system. A method for predicting enzyme rate enhancements based on binding constants and transition state analogs will be applied to the proposed multi-functional catalysis. %%% This grant from the Organic Dynamics Program supports the work of Professor Eric V. Anslyn at the University of Texas, Austin. Two topics will be pursed: (1) Complexation of carbohydrates and (2) Multifunctional catalysis of phosphatediesters, which are important in biological systems. In the first project, molecules that complex carbohydrates such as glucose in both water and organic solvents will be prepared. The structures of these complexes and their stabilities will be determined. A metal ion, such as an iron, will be incorporated into the receptor, which will be probed electrochemically to determine if glucose is complexed. This will lead to a practical application for the detection of glucose in aqueous solutions. In the second topic, a molecule will be prepared that uses two organic groups as catalytic centers for phosphatediester hydrolysis. This system will be expanded stepwise to include a basic functional group, and a metal ion. It is anticipated that this synthetic system will mimic an enzyme.

本研究将探讨两个相关课题：（1）碳水化合物 亲脂和亲水溶剂中的分子识别 （2）磷酸二酯多功能催化 水解在第一个主题中，分子将 研究了两个分子内氢键 在与受体的复合中保留和断裂， 两个氢键将使用多种能量分析 探测分子内和分子间氢的强度 债券双硼酸分子主体， 将制备吡喃糖的补充物， 一种氧化还原金属离子， 络合葡萄糖。氧化还原电位的差异， 金属离子，具有不同的配位球，将是 水溶液中葡萄糖电化学传感器的基础 介质在第二个主题中， 稳定过渡态的胍基 将研究磷酸二酯的水解。 三官能催化与一般碱和 具有添加的金属离子的四官能催化将是 在Guanidinium系统中进行研究。预测方法 基于结合常数的酶速率增强， 过渡态类似物将被应用到所提出的 多功能催化 %%% 有机动力学计划的这笔赠款支持 得克萨斯大学的埃里克·V·安斯林教授的研究， 奥斯汀本论文主要研究了两个方面的问题：（1）络合物的性质; 碳水化合物和（2）多功能催化 磷酸二酯，这是重要的生物 系统.在第一个项目中， 碳水化合物如葡萄糖在水和有机 将准备溶剂。这些配合物的结构 并且将确定它们的稳定性。一种金属离子， 作为一种铁，将被纳入受体， 将进行电化学探测，以确定葡萄糖是否 复杂这将导致一个实际的应用， 检测水溶液中的葡萄糖。在第二 主题，一个分子将准备使用两个有机 基团作为磷酸二酯水解的催化中心。 该系统将逐步扩大，包括一个基本的 官能团和金属离子。预计各国 这个合成系统会模拟一种酶