Ring-closing alkyne metathesis mediated synthesis of cyclic β-turn mimetics |
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Authors: | Maarten IJsselstijn,Begoñ a Aguilera,Gijs A. van der Marel,Floris L. van Delft,Herman S. Overkleeft |
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Affiliation: | a Department of Organic Chemistry, NSRIM, University of Nijmegen, Toernooiveld 1, NL-6525 ED Nijmegen, The Netherlands b Gorlaeus Laboratories, Leiden University, PO Box 9502, NL-2300 RA Leiden, The Netherlands c DSM Life Science Products, PO Box 18, NL-6160 MD Geleen, The Netherlands |
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Abstract: | The application of ring-closing alkyne metathesis to synthesise conformationally restricted peptidic β-turn mimics has been investigated. A range of oligopeptides containing either two acetylenic amino acids, or two cysteine residues have been synthesised and subjected to suitable cyclisation conditions. The structures of the cyclic compounds are investigated by 2D NMR analysis. |
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Keywords: | Alkyne metathesis Peptidomimetics Cyclic peptides β-Turn Sugar amino acid |
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