Scaffolded multiple cyclic peptide libraries for protein mimics by native chemical ligation

van de Langemheen, H., van Hoeke, M., Quarles van Ufford, H.C., Kruijtzer, J.A.W. and Liskamp, R.M.J. (2014) Scaffolded multiple cyclic peptide libraries for protein mimics by native chemical ligation. Organic and Biomolecular Chemistry, 12(25), pp. 4471-4478. (doi:10.1039/c4ob00190g) (PMID:24849139)

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Abstract

The accessibility to collections, libraries and arrays of cyclic peptides is increasingly important since cyclic peptides may provide better mimics of the loop-like structures ubiquitously present in and – especially – on the surface of proteins. The next important step is the preparation of libraries of ensembles of scaffolded cyclic peptides, which upon screening may lead to promising protein mimics. Here we describe the synthesis of a tri-cysteine containing scaffold as well as the simultaneous native chemical ligation of three cyclic peptides thereby affording a clean library of multiple cyclic peptides on this scaffold, representing potential mimics of gp120. Members of this collection of protein mimics showed a decent inhibition of the gp120-CD4 interaction.

Item Type:Articles
Status:Published
Refereed:Yes
Glasgow Author(s) Enlighten ID:Liskamp, Professor Robert
Authors: van de Langemheen, H., van Hoeke, M., Quarles van Ufford, H.C., Kruijtzer, J.A.W., and Liskamp, R.M.J.
College/School:College of Science and Engineering > School of Chemistry
Journal Name:Organic and Biomolecular Chemistry
Publisher:R S C Publications
ISSN:1477-0520
ISSN (Online):1477-0539

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