Rhodamine B as a sensing element for diastereomers

ANYL 235

Clifton J. Stephenson, stephenson@mail.chem.sc.edu, Department of Chemistry & Biochemistry, University of South Carolina, 631 Sumter St., Columbia, SC 29208 and Ken D. Shimizu, shimizu@mail.chem.sc.edu, Department of Chemistry and Biochemistry, University of South Carolina, 631 Sumter Street, Columbia, SC 29208.
Xanthene dyes are category of fluorescent dyes that are known to be quantitatively sensitive to a wide range of stimuli including temperature and pH. In order to develop new sensing platforms for biogenic small molecules, such as amines and carboxylic acids, several xanthene dyes were studied for their potential as a fluorescent detection system. Upon the addition of different diastereomeric amino alcohols to the non chiral xanthene dye, rhodamine B (RB), a surprising level of variation in the spectral intensity of RB was observed. Further investigation revealed that the fluorescent monitoring of RB can determine diastereomeric excess (DE) for isomeric pairs of diastereomeric amino alcohols. This system offers the promise of rapid, accurate, and inexpensive detection methods for diastereomeric amino alcohols. Herein is an account of the proficient sensing of DE for amino alcohols with rhodamine B and the investigation of the mechanism for this elegant system.
 

General Posters
7:00 PM-9:00 PM, Sunday, August 19, 2007 BCEC -- Exhibit Hall - B2, Poster

Sci-Mix
8:00 PM-10:00 PM, Monday, August 20, 2007 BCEC -- Exhibit Hall - B2, Sci-Mix

Division of Analytical Chemistry

The 234th ACS National Meeting, Boston, MA, August 19-23, 2007