Design and synthesis of conformationally constrained glycosylated amino acids |
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Authors: | Koviach J L Chappell M D Halcomb R L |
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Affiliation: | Department of Chemistry and Biochemistry, University of Colorado, Boulder, Colorado 80309-0215, USA. |
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Abstract: | To probe the conformational requirements of O-linked glycoproteins for binding to various enzymes and receptors, two conformationally constrained glycosylated amino acids, 2 and 3, were designed. The analogues were found to represent two potential low energy conformations of the parent conjugate, 1, by molecular modeling. A convergent synthesis of both 2 and 3 from D-galactose and L-methionine is presented. |
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