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Exploring privileged structures: The combinatorial synthesis of cyclic peptides
Authors:Horton  Douglas A.  Bourne  Gregory T.  Smythe  Mark L.
Affiliation:(1) Institute for Molecular Bioscience, The University of Queensland, St.Lucia, 4072, Qld., Australia;(2) Protagonist Pty. Ltd., Level 7 Gehrmann Laboratories, The University of Queensland, St.Lucia, 4072, Qld., Australia
Abstract:Head-to-tail cyclic peptides have been reported to bind to multiple, unrelated classesof receptor with high affinity. They may therefore be considered to beprivileged structures. This review outlines the strategies by which bothmacrocyclic cyclic peptides and cyclic dipeptides or diketopiperazines havebeen synthesised in combinatorial libraries. It also briefly outlines someof the biological applications of these molecules, thereby justifying theirinclusion as privileged structures.
Keywords:combinatorial chemistry  cyclic peptide  diketopiperazine  library synthesis  piperazine-2  5-dione  privileged structure  ring contraction  solid-phase
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