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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