Publikation: Cyclic Peptides as Scaffolds for Multivalent Presentation of Carbohydrates : a Combinatorial Approach
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Carbohydrate lectin interactions mediate a large variety of intercellular recognition events. Since the interactions of individual saccharide groups are usually of low affinity and broad specificity, subsite and subunit multivalency is often employed by nature in order to enhance the attractive binding forces. Accordingly, the synthesis of multivalent carbohydrate ligands has recently attracted interest. Binding studies with these multivalent ligands revealed the importance of the spacer between the monomeric epitopes. Attachment of the saccharides to rigid scaffolds can result in particularly pronounced affinity enhancements provided that the sugars are presented in the correct spatial arrangement. However, in contrast to the utilization of flexible linkers, a larger number of ligands has to be screened in order to find a ligand with the
appropriate orientation of the carbohydrates.
Here we present a synthetic approach that enables the preparation of libraries of conformationally restricted cyclic peptides which can serve as scaffolds for the multivalent presentation of carbohydrate ligands [3]. Such libraries are useful to identify high affinity lectin ligands based on multivalent interactions and to determine the required orientation of the carbohydrates via conformational analysis of the cyclopeptide scaffold.
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SEEBERGER, Sonja, Valentin WITTMANN, 2001. Cyclic Peptides as Scaffolds for Multivalent Presentation of Carbohydrates : a Combinatorial Approach. In: EPTON, Roger, ed.. Innovation and Perspectives in Solid Phase Synthesis and Combinatorial Libraries 2000. Kingswinford: Mayflower, 2001, pp. 355-358BibTex
@incollection{Seeberger2001Cycli-9725, year={2001}, title={Cyclic Peptides as Scaffolds for Multivalent Presentation of Carbohydrates : a Combinatorial Approach}, publisher={Mayflower}, address={Kingswinford}, booktitle={Innovation and Perspectives in Solid Phase Synthesis and Combinatorial Libraries 2000}, pages={355--358}, editor={Epton, Roger}, author={Seeberger, Sonja and Wittmann, Valentin} }
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