ORGN 760 |
| Hexose sugars play a fundamental role in vital biochemical processes and their biosynthesis is achieved via enzyme-catalyzed pathways. Here we present that amino acids catalyze the asymmetric neogenesis of hexoses. The amino acids mediate the asymmetric de novo generation of natural hexoses and their analogs with excellent stereoselectivity. In some cases, the four new stereocenters are assembled with absolute stereocontrol. The inherent simplicity of this catalytic process and the high optical purity of the hexoses obtained suggest that a catalytic prebiotic “gluconeogenesis” may have occurred, in which amino acids transfer their stereochemical information to sugars.
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Asymmetric Reactions, Molecular Recognition, Self Assembly, Bioorganic Chemistry, Process R&D
8:00 PM-10:00 PM, Wednesday, 16 March 2005 Convention Center -- Hall D, Poster
Sci-Mix
Division of Organic Chemistry |
