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Literature DB >> 21268601

Pyrrole-based scaffolds for turn mimics.

Abstract

Two amino acid derived synthons were combined to give homopropargylic amines 2. Platinum dichloride was used to cyclize these intermediates into pyrroles 3 which collapsed to the target secondary structure mimics 1 on treatment with base. Side chains of these compounds overlay with an idealized type 1 β-turn and with an inverse γ-turn.

Entities: Chemical Disease Gene

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Year: 2011 PMID： 21268601 PMCID： PMC3077957 DOI： 10.1021/ol103022m

Source DB: PubMed Journal: Org Lett ISSN： 1523-7052 Impact factor: 6.005

29 in total

1. Peptide and protein recognition by designed molecules.

Authors: M W Peczuh; A D Hamilton
Journal: Chem Rev Date: 2000-07-12 Impact factor: 60.622

2. Design and application of an alpha-helix-mimetic scaffold based on an oligoamide-foldamer strategy: antagonism of the Bak BH3/Bcl-xL complex.

Authors: Justin T Ernst; Jorge Becerril; Hyung Soon Park; Hang Yin; Andrew D Hamilton
Journal: Angew Chem Int Ed Engl Date: 2003-02-03 Impact factor: 15.336

Review 3. Transition-metal-catalyzed addition of heteroatom-hydrogen bonds to alkynes.

Authors: Francisco Alonso; Irina P Beletskaya; Miguel Yus
Journal: Chem Rev Date: 2004-06 Impact factor: 60.622

4. Recognition of solvent exposed protein surfaces using anthracene derived receptors.

Authors: Andrew J Wilson; Jason Hong; Steven Fletcher; Andrew D Hamilton
Journal: Org Biomol Chem Date: 2006-12-05 Impact factor: 3.876

5. Gold-catalyzed 1,2-migration of silicon, tin, and germanium en route to C-2 substituted fused pyrrole-containing heterocycles.

Authors: Ilya V Seregin; Vladimir Gevorgyan
Journal: J Am Chem Soc Date: 2006-09-20 Impact factor: 15.419

6. Diphenylindane-based proteomimetics reproduce the projection of the i, i+3, i+4, and i+7 residues on an alpha-helix.

Authors: In Chul Kim; Andrew D Hamilton
Journal: Org Lett Date: 2006-04-27 Impact factor: 6.005

7. Helix mimetics as inhibitors of the interaction of the estrogen receptor with coactivator peptides.

Authors: Jorge Becerril; Andrew D Hamilton
Journal: Angew Chem Int Ed Engl Date: 2007 Impact factor: 15.336

8. Design and synthesis of peptidomimetic severe acute respiratory syndrome chymotrypsin-like protease inhibitors.

Authors: Arun K Ghosh; Kai Xi; Kiira Ratia; Bernard D Santarsiero; Wentao Fu; Brian H Harcourt; Paul A Rota; Susan C Baker; Michael E Johnson; Andrew D Mesecar
Journal: J Med Chem Date: 2005-11-03 Impact factor: 7.446

9. An extremely facile synthesis of furans, pyrroles, and thiophenes by the dehydrative cyclization of propargyl alcohols.

Authors: Aaron Aponick; Chuan-Ying Li; Jeremy Malinge; Emerson Finco Marques
Journal: Org Lett Date: 2009-10-15 Impact factor: 6.005

10. Design, synthesis and biological evaluation of antipicornaviral pyrrole-containing peptidomimetics.

Authors: I Minchev; S Vladimirova; L Vezenkova; A Bijeva; V Moussis; L Nikolaeva-Glomb; V Tsikaris; M Czeuz; A Galabov
Journal: Protein Pept Lett Date: 2007 Impact factor: 1.890

1 in total

1. Design, synthesis, and validation of a β-turn mimetic library targeting protein-protein and peptide-receptor interactions.

Authors: Landon R Whitby; Yoshio Ando; Vincent Setola; Peter K Vogt; Bryan L Roth; Dale L Boger
Journal: J Am Chem Soc Date: 2011-06-15 Impact factor: 15.419

1 in total