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Georgia State University

Chemistry Dissertations

Boronic acid

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Development Of Boronic Acid Flurescent Reporters, Boronic Acid-Modified Thymidine Triphosphates For Sensor Design And Antagonists Of Bacterial Quorum Sensing In Vibrio Harveyi, Yunfeng Cheng Nov 2011

Development Of Boronic Acid Flurescent Reporters, Boronic Acid-Modified Thymidine Triphosphates For Sensor Design And Antagonists Of Bacterial Quorum Sensing In Vibrio Harveyi, Yunfeng Cheng

Chemistry Dissertations

Carbohydrates are known to play important roles in a large number of physiological and pathological processes. Conceivably, “binders” of carbohydrates of biological importance could be used as diagnostic and therapeutic agents. Currently, lectins are the major available tools in research for carbohydrate recognition. However, the available lectins often have cross-reactivity issues, along with the high costs and stability issues. Therefore, there is a critical need to develop alternatives (lectin mimics). In this regard, there have been very active efforts in developing different “binders”, such as small molecule lectinmimics and aptamers. Among all the small molecule lectinbmimics developments, boronic acid stands …


Design And Synthesis Of Boronic Acid-Modified Nucleotides For Fluorescent Sensing And Cell Imaging, Xiaochuan Yang Dec 2009

Design And Synthesis Of Boronic Acid-Modified Nucleotides For Fluorescent Sensing And Cell Imaging, Xiaochuan Yang

Chemistry Dissertations

With the rapidly increasing interest in the field of glycomics, which is the comprehensive study of the roles carbohydrates play in a living system, urgent need for developing quick and highly selective carbohydrate sensors is growing. The boronic acid group, with its electron-deficient structure (6 valence electrons with an open shell), acts as a Lewis acid with high intrinsic affinity towards Lewis bases such as fluoride, cyanide and hydroxyl groups. Specifically, formation of a 5- or 6- membered ring between the boronic acid moiety and a1,2- or 1,3-diol in aqueous solution has been fully explored as a strategy of carbohydrate …


Synthesis Of Boronic Acid Based Sensors For Glucose And Sialic Acid And Synthesis Of Novel And Selective Pde4 Enzyme Inhibitors, Gurpreet Kaur Dec 2006

Synthesis Of Boronic Acid Based Sensors For Glucose And Sialic Acid And Synthesis Of Novel And Selective Pde4 Enzyme Inhibitors, Gurpreet Kaur

Chemistry Dissertations

The boronic acid functional group is known to bind compounds with the diol group tightly and reversibly in aqueous environment and has been used as a recognition moiety for the design of carbohydrate sensors. The first chapter of the dissertation studies the synthesis and substitution effect on the affinity and selectivity of a known boronic acid-based glucose sensor. In such a sensor design effort, the availability of a signaling event, whether it is fluorescence or UV, is crucial. The second chapter studies the detailed mechanism on how a well-known fluorescent boronic acid compound changes fluorescent properties upon binding. A new …