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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