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Literature DB >> 15900323

Synthesis of constrained helical peptides by thioether ligation: application to analogs of gp41.

Abstract

We present a straightforward and high yielding method to synthesize constrained helical peptides via thioether ligation; this method represents an attractive alternative to the formation of lactam bridge constraints to induce helicity in peptides.

Entities: Chemical

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Year: 2005 PMID： 15900323 DOI： 10.1039/b419015g

Source DB: PubMed Journal: Chem Commun (Camb) ISSN： 1359-7345 Impact factor: 6.222

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Cited

22 in total

1. Parallel β-sheet secondary structure is stabilized and terminated by interstrand disulfide cross-linking.

Authors: Aaron M Almeida; Rebecca Li; Samuel H Gellman
Journal: J Am Chem Soc Date: 2011-12-13 Impact factor: 15.419

2. Design, synthesis and protein-targeting properties of thioether-linked hydrogen bond surrogate helices.

Authors: Andrew B Mahon; Paramjit S Arora
Journal: Chem Commun (Camb) Date: 2011-09-28 Impact factor: 6.222

3. Structure-function analysis of the epitope for 4E10, a broadly neutralizing human immunodeficiency virus type 1 antibody.

Authors: Florence M Brunel; Michael B Zwick; Rosa M F Cardoso; Josh D Nelson; Ian A Wilson; Dennis R Burton; Philip E Dawson
Journal: J Virol Date: 2006-02 Impact factor: 5.103

Synthesis of constrained helical peptides by thioether ligation: application to analogs of gp41.

1. Parallel β-sheet secondary structure is stabilized and terminated by interstrand disulfide cross-linking.

2. Design, synthesis and protein-targeting properties of thioether-linked hydrogen bond surrogate helices.

3. Structure-function analysis of the epitope for 4E10, a broadly neutralizing human immunodeficiency virus type 1 antibody.

Review 4. Delivery of intracellular-acting biologics in pro-apoptotic therapies.

5. Conformational Restriction of Peptides Using Dithiol Bis-Alkylation.

6. Rigid Peptide Macrocycles from On-Resin Glaser Stapling.

7. Bridged Analogues for p53-Dependent Cancer Therapy Obtained by S-Alkylation.

8. A two-component 'double-click' approach to peptide stapling.

9. Inhibition of caspase-9 by stabilized peptides targeting the dimerization interface.

Review 10. Contemporary strategies for the stabilization of peptides in the alpha-helical conformation.