ORGN 884 |
| The chemical synthesis of glycopeptides and glycoproteins from readily available materials presents an attractive route to homogeneous products for structural and functional studies. Chemical synthesis of glycopeptides and glycoproteins based on native chemical ligation represents one of the useful methods for the synthesis of natural glycopeptide structures. In this seminar we will describe a method, which allows for the synthesis of glycopeptides from cysteine free peptides. The new approach utilizes a peptide thioester and a glycopeptide in which the sugar moiety is modified with a thiol handle at the C-2 position. Upon completion of the ligation reaction, the thiol handle can be reduced with H2/metal to the acetamide moiety furnishing the unmodified glycopeptides. Together, this sequence of reactions, displays an attractive potential in glycopeptides and glycoproteins synthesis.[1] 1. Ashraf Brik, Yu-Ying Yang, Simon Ficht, Chi-Huey Wong, JACS, 2006.
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Proteins, Peptides, Amino Acids, and Enzyme Inhibitors
8:00 AM-12:00 PM, Thursday, 14 September 2006 Moscone Center -- Room 131, Oral
Division of Organic Chemistry |
