Synthesis of glycolipopeptidic building blocks for carbohydrate receptor discovery |
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| Authors: | Ziora Zyta M Wimmer Norbert New Roger Skwarczynski Mariusz Toth Istvan |
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| Institution: | aThe University of Queensland, School of Chemistry and Molecular Biosciences, Brisbane, Qld 4072, Australia;bThe University of Queensland, Centre for Integrated Preclinical Drug Development, CIPDD, TetraQ-Pharmaceutics, Brisbane, Qld 4072, Australia;cProxima Concepts Ltd, The London Bioscience Innovation Centre, 2 Royal College Street, London NW1 OTU, United Kingdom |
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| Abstract: | A class of glycolipopeptides for use as building blocks for a new type of dynamic combinatorial library is reported. The members of the library consist of a variable carbohydrate moiety, coded amino acids, and lipoamino acids in order to convert them into amphiphiles. Glycolipopeptidic amphiphiles interact through non-covalent bonding when mixed together in aqueous phase and form micelles in dynamic close-packed fluid mosaic arrays. The head groups of amphiphiles are exposed on the micelle surface, providing entities which could be screened in biological assays to find the most potent combination of building blocks in order to identify new bioactive carbohydrate ligands. |
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| Keywords: | Lipoamino acids Glycolipopeptides Self-assembly Dynamic combinatorial library Micellization |
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