CARB 1 |
| Nucleosides behave as perfect molecular chameleons with an extraordinary ability to adapt their shape to achieve optimal catalytic efficiency when binding to target enzymes. These enzymes could be anabolic or catabolic, and for nucleoside-based drugs, the final therapeutic outcome will be determined by the ability of these molecules to bind effectively, or to avoid completely, interacting with certain enzymes. It has only been in the last two decades that the concept of pseudorotation, first proposed by Altona and Sundaralingam in 1972, has been fully embraced by the research community as a tool to describe the conformation of nucleosides. This presentation will provide specific examples where guided by the concept of pseudorotation a rigid bicyclo[3.1.0]hexane pseudosugar scaffold has been used to design drugs effectively locked in one of the two rapidly equilibrating North and South conformations of standard nucleosides. |
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Implications of Sugar Ring Conformations in Drug Design: A Symposium in Memory of Muttaiya Sundaralingam
9:00 AM-12:00 PM, Sunday, 26 March 2006 Georgia World Congress Center -- B409, Oral
Division of Carbohydrate Chemistry |