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Enantio- and diastereoselective syntheses of cyclic Cα-tetrasubstituted α-amino acids and their use to induce stable conformations in short peptides

✍ Scribed by Prantik Maity; Burkhard König


Publisher
Wiley (John Wiley & Sons)
Year
2007
Tongue
English
Weight
589 KB
Volume
90
Category
Article
ISSN
0006-3525

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✦ Synopsis


Abstract

C^α^‐Tetrasubstituted α‐amino acids are widely used to design and prepare peptides and peptide mimics with constrained conformations. Subcategories of these compounds are cyclic C^α^‐tetrasubstituted α‐amino acids, in which both α‐substituents are covalently connected. This survey presents recent advances in the synthesis and application of cyclic C^α^‐tetrasubstituted α‐amino acids in a systematic order beginning with cyclopropane amino acids, continuing with four, five, six membered rings, and ring structures larger than six‐membered. We discuss synthetic routes to the cyclic C^α^‐tetrasubstituted α‐amino acids and their use as conformation determining elements in peptides. © 2007 Wiley Periodicals, Inc. Biopolymers (Pept Sci) 90: 8–27, 2008.

This article was originally published online as an accepted preprint. The “Published Online” date corresponds to the preprint version. You can request a copy of the preprint by emailing the Biopolymers editorial office at [email protected]


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