Synthesis and sugar binding studies of long-wavelength boronic acid fluorescent compounds based on the 4-amino-naphthalimide template

ORGN 517

Junfeng Wang, wang@gsu.edu, Shan Jin, wang@gsu.edu, Senol Akay, wang@gsu.edu, and Binghe Wang, wang@gsu.edu. Department of Chemistry and Center for Biotechnology and Drug Design, Georgia State University, Atlanta, GA 30303
Abstract- Aimed at developing water-soluble and long-wavelength fluorescent boronic acid reporter compounds, we have designed and synthesized three new fluorescent probes based on the 4-amino-naphthalimide template. Their sugar binding properties were studied by using D-fructose, D-glucose and D-sorbitol as model sugars in 0.1 phosphate buffer. All of these boronic acids showed long-wavelength fluorescent emission and significant fluorescence intensity changes upon sugar addition. The structural effect on the fluorescent properties of these boronic acid compounds will be discussed.
 

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