Fluorous tags for the rapid synthesis and microarraying of glycosaminoglycan motifs

ORGN 582

Sreeman K. Mamidyala, sreeman@wayne.edu, Department of Pharmaceutical Sciences, Wayne State University, 259 Mack Avenue, Detroit, MI 48202 and Nicola L. Pohl, npohl@iastate.edu, Department of Chemistry and the Plant Sciences Institute, Iowa State University, Gilman, Ames, IA 50011.
Glycosaminoglycans (GAGs) are the most abundant mixed biopolymers in humans with diverse biological functions. However, structure-activity relationships for these oligosaccharides remain poorly understood due in part to limited access to defined structures. We have developed a new fluorous tag-assisted solution phase strategy for the rapid, and potentially automated, modular synthesis of carbohydrates and their direct use in forming microarrays. Application of this new concept to the synthesis of small glycosaminoglycan libraries in microarray format will be presented along with microwave-assisted methods for galactosamine synthesis and masked glucuronic/iduronic acid building blocks.
 

Asymmetric Reactions, Heterocycles, Aromatics, Combinatorial, and Physical Organic Chemistry
8:00 PM-10:00 PM, Wednesday, 31 August 2005 Washington DC Convention Center -- Hall A, Poster

Division of Organic Chemistry

The 230th ACS National Meeting, in Washington, DC, Aug 28-Sept 1, 2005