Synthesis of multivalent glycodendrimers

CARB 54

Douglas Glick, wildman_95246@yahoo.com and Katherine D. McReynolds. Department of Chemistry, California State University Sacramento, 6000 J Street, Sacramento, CA 95819
Our research focuses on the development of simple ether–based building blocks to incorporate in the synthesis of dendrimer core molecules. These dendrimer cores will be utilized in the construction of novel glycodendrimers. Our first task consisted of successfully synthesizing 6-amino-4-oxahexanioc acid and t-butyl-6-p-toluene sulfonate-4-oxahexanoate linker compounds to generate linear ether-based bi-functional linkers using simple reactions with yields of 28-99.5%. Next, the linker compounds were reacted under basic conditions and refluxed with 1,8-diamino-3,6-dioxaoctane, PAMAM, or poly(amidoamine) (generations zero and one), tris(2-aminoethyl)amine, and di-amines such as 1,5-diamino-3-oxapentane to give the desired branched dendrimer cores. Next, the dendrimer cores were coupled with a lactose-terminated linker compound to generate several glycodendrimers. The aim of this research is to generate novel multivalent glycodendrimers with potential biological activities.
 

General Posters
8:00 PM-10:00 PM, Tuesday, 12 September 2006 Moscone Center -- Hall D, Poster

Division of Carbohydrate Chemistry

The 232nd ACS National Meeting, San Francisco, CA, September 10-14, 2006