Fluorescent saccharide sensing at physiological pH with an ensemble of sulfonated water-soluble perylene-diimide and boronic acid-appended viologen

ORGN 259

Boaz Vilozny, vilozny@chemistry.ucsc.edu, Alexander Schiller, Fanny Yao, Zachary Sharrett, sharrett@chemistry.ucsc.edu, Ritchie A. Wessling, and Bakthan Singaram, singaram@chemistry.ucsc.edu. Department of Chemistry and Biochemistry, University of California, Santa Cruz, 1156 High St, Santa Cruz, CA 95064
A saccharide sensing ensemble comprising a sulfonated water-soluble PDI and boronic acid-appended viologen was characterized by fluorescence and absorption spectroscopy. The quenching of the dye by viologens in aqueous media shows distinctive Stern-Volmer plots characterized by exponential upward curvature. The medium used for this type of assay plays an important role in avoiding problems caused by precipitation of the dye/quencher complex. The right medium allows the unique photophysical properties and water solubility of the dye to be exploited in an indicator displacement assay for saccharides.
 

Molecular Recognition and Self Assembly
1:00 PM-4:40 PM, Monday, April 7, 2008 Morial Convention Center -- Rm. R04, Oral

Division of Organic Chemistry

The 235th ACS National Meeting, New Orleans, LA, April 6-10, 2008