Synthesis of fluorescent benzo[b]thiophene boronic acid derivatives as carbohydrates sensors

ORGN 519

Senol Akay, sakay@gsu.edu, Wenqian Yang, Li Lin, and Binghe Wang, wang@gsu.edu. Department of Chemistry and Center for Biotechnology and Drug Discovery, Georgia State University, 33. Gilmer St., Atlanta, GA 30303
Fluorescent boronic acids that are water soluble and change fluorescent properties are very useful for the design and synthesis of lectin mimics (boronolectins) for biological applications under physiological conditions. Along this line, we have designed and synthesized a number of benzo[b]thiophene boronic acids. Some of these compounds showed dual fluorescence changes upon binding with various sugars at physiological pH in aqueous solution. In contrast to other known monoboronic acids, one of these boronic acids demonstrated unusual binding trends with sugars. The presentation will discuss the synthesis and fluorescent evaluation of several benzo[b]thiophene boronic acid analogs.
 

Heterocycles, Aromatics, Metal-Mediated Reactions and Syntheses, Materials, Devices, and Switches
8:00 PM-10:00 PM, Wednesday, 29 March 2006 Georgia World Congress Center -- Ex. Hall B4, Poster

Division of Organic Chemistry

The 231st ACS National Meeting, Atlanta, GA, March 26-30, 2006