Design and synthesis of artificial carbohydrates based on rigid polyproline scaffolds

ORGN 529

Deyun Wang, Ryan J. Casey, and Paramjit S. Arora. Department of Chemistry, New York University, 100 Washington Square East, New York, NY 10003
Among the three major classes of biopolymers (nucleic acids, proteins, and carbohydrates), the structure and function of carbohydrates remain the least understood. Carbohydrate-based compounds hold great promise as therapeutic agents and as tools in biology because of their role in cell-cell interactions, signaling, energy storage, etc. The conventional approaches to development of carbohydrate-mimetic libraries have met limited success primarily due to the challenges associated with carbohydrate synthesis. In this poster, we will outline a new approach to the development of artificial carbohydrates based on structured peptidic scaffolds. The distinctive feature of our approach is that it incorporates diversity-generating methods used in nature for the fabrication of biopolymers in contrast to methods used in generation of typical organic scaffolds. This method allows us to access a large set of novel carbohydrate structures even from a limited set of monomers.

 

Bioorganic, Molecular Recognition, Asymmetric Reactions and Syntheses
11:00 AM-1:00 PM, Wednesday, September 10, 2003 Javits Convention Center -- Hall 1B/1C, Poster

Sci-Mix
8:00 PM-10:00 PM, Monday, September 8, 2003 Javits Convention Center -- North Pavillion, Sci-Mix

Division of Organic Chemistry
The 226th ACS National Meeting, New York, NY, September 7-11, 2003