Solid-phase synthesis of nucleosides and nucleotides

ORGN 682

Kristi Kincaid, kkincaid@ucsub.colorado.edu1, Randall L. Halcomb2, and Robert D. Kuchta, kuchta@colorado.edu1. (1) Department of Chemistry and Biochemistry, University of Colorado, Boulder, CO 80309, (2) Gilead Sciences, Foster City, CA 94404
A major limitation in the research of nucleotide analogues that are acceptable substrates for DNA polymerases is the significant amount of time that need be invested in the synthesis of individual candidates, prior to any knowledge of their biological viability. In order to overcome this, we have recently developed a method for the synthesis of nucleosides and nucleotides on Merrifield resin. This method employs a photocleavable linker that tethers the nucleoside to the resin, and allows for the synthesis of both 5'-protected and deprotected nucleosides as well as nucleotides. Additionally, the stereo- and regioselectivity of the synthesis on solid support has been compared with that in solution.
 

Lipids, Nucleotides, and Mimetics
1:00 PM-4:20 PM, Thursday, 30 March 2006 Georgia World Congress Center -- C301, Oral

Division of Organic Chemistry

The 231st ACS National Meeting, Atlanta, GA, March 26-30, 2006