A fluorous-based strategy for the rapid synthesis and direct microarraying of compounds for biological screening

ORGN 214

Nicola L. Pohl, npohl@iastate.edu, Department of Chemistry and the Plant Sciences Institute, Iowa State University, Gilman, Ames, IA 50011
A new fluorous tag-assisted solution phase strategy allows not only the rapid, and potentially automated, modular synthesis of compounds, but also their direct use in forming microarrays on fluorous-derivatized surfaces. Application of this new concept to the synthesis of a variety of oligosaccharides and the formation of carbohydrate microarrays will be presented. Crucial to the success of this idea was the design of a potentially-removable but robust fluorous tag as well as the synthesis of an appropriately derivatized surface. Additionally, conditions for glycosylation reactions, deprotection steps, and purification using fluorous solid-phase extraction (SPE) have been developed that are amenable to future automation. Examples of tests for protein/carbohydrate interactions using the new microarrays and the advantages of this noncovalent fluorous microarray strategy for biological screening also will be presented.
 

Recent Advances in Fluorous Chemistry
8:00 AM-12:00 PM, Monday, 29 August 2005 Washington DC Convention Center -- Ballroom C, Oral

Division of Organic Chemistry

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