Carbohydrates as Polyfunctional Scaffolds for Combinatorial Chemistry
Till Opatz, Horst Kunz
Institut für Organische Chemie, Johannes Gutenberg-Universität Mainz, Germany
Their high density of functional groups and their availability in a number of diastereomeric forms should make monosaccharides ideal scaffolds for combinatorial chemistry, which allow the attachment of up to five different substituents. However, a carefully chosen set of selectively removable protecting groups in combination with a cleavable anchor is required if selective manipulations are to be carried out on solid support.
Glycosides 1 to 4 have been used successfully as polyvalent scaffolds for the parallel solid phase-synthesis of compound libraries. Depending on the substituents attached to the hydroxy functions, the products can serve as, for instance, peptidomimetics, artificial receptors or RNA-ligands.1-6
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