Synthesis of lactose-terminated glycodendrimers as models for novel anti-viral agents

CARB 31

James A. Langston, jsln@novozymes.com and Katherine D. McReynolds, kdmcr@csus.edu. Department of Chemistry, California State University, 6000 J Street, Sacramento, CA 95819-6057
Glycodendrimers consist of a branched core (dendrimer) to which carbohydrate moieties are covalently attached, often at the terminus of each branch. These multivalent, chiral molecules are attractive as potential biologically active compounds, and as tools for understanding multivalency. We are developing glycodendrimers based on several different cores, including: a commercially available PAMAM core, an N,N,N-tris(2-aminoethyl)amine core, and other synthetic cores. The dendrimer branch points are terminated with lactose, which acts as a model compound for synthetic development. Our synthetic approach employs reductive amination to couple the carbohydrate to amines, avoiding the use of protecting groups. The ultimate goal is to replace lactose with more biologically active carbohydrates to give anti-viral agents.
 

Synthesis of Carbohydrates
8:30 AM-12:30 PM, Tuesday, 15 March 2005 San Diego Marriott -- San Diego A, Oral

Division of Carbohydrate Chemistry

The 229th ACS National Meeting, in San Diego, CA, March 13-17, 2005