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Literature DB >> 11672228

Methyl- and (Trifluoromethyl)alkene Peptide Isosteres: Synthesis and Evaluation of Their Potential as beta-Turn Promoters and Peptide Mimetics.

Peter Wipf¹, Todd C. Henninger, Steven J. Geib.

Abstract

Entities: Chemical

Year: 1998 PMID： 11672228 DOI： 10.1021/jo981057v

Source DB: PubMed Journal: J Org Chem ISSN： 0022-3263 Impact factor: 4.354

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19 in total

1. Peptide-Like Molecules (PLMs): A Journey from Peptide Bond Isosteres to Gramicidin S Mimetics and Mitochondrial Targeting Agents.

Authors: Peter Wipf; Jingbo Xiao; Corey R J Stephenson
Journal: Chimia (Aarau) Date: 2009-11 Impact factor: 1.509

2. Mitochondrial targeting of radioprotectants using peptidyl conjugates.

Authors: Anthony Kanai; Irina Zabbarova; Andrew Amoscato; Michael Epperly; Jingbo Xiao; Peter Wipf
Journal: Org Biomol Chem Date: 2006-12-07 Impact factor: 3.876

Review 3. An evaluation of peptide-bond isosteres.

Authors: Amit Choudhary; Ronald T Raines
Journal: Chembiochem Date: 2011-07-12 Impact factor: 3.164

4. Functional analysis of an aspartate-based epoxidation catalyst with amide-to-alkene peptidomimetic catalyst analogues.

Authors: Charles E Jakobsche; Gorka Peris; Scott J Miller
Journal: Angew Chem Int Ed Engl Date: 2008 Impact factor: 15.336

5. Evaluating beta-turn mimics as beta-sheet folding nucleators.

Authors: Amelia A Fuller; Deguo Du; Feng Liu; Jennifer E Davoren; Gira Bhabha; Gerard Kroon; David A Case; H Jane Dyson; Evan T Powers; Peter Wipf; Martin Gruebele; Jeffery W Kelly
Journal: Proc Natl Acad Sci U S A Date: 2009-06-18 Impact factor: 11.205

Methyl- and (Trifluoromethyl)alkene Peptide Isosteres: Synthesis and Evaluation of Their Potential as beta-Turn Promoters and Peptide Mimetics.

1. Peptide-Like Molecules (PLMs): A Journey from Peptide Bond Isosteres to Gramicidin S Mimetics and Mitochondrial Targeting Agents.

2. Mitochondrial targeting of radioprotectants using peptidyl conjugates.

Review 3. An evaluation of peptide-bond isosteres.

4. Functional analysis of an aspartate-based epoxidation catalyst with amide-to-alkene peptidomimetic catalyst analogues.

5. Evaluating beta-turn mimics as beta-sheet folding nucleators.

6. Trisubstituted (E)-alkene dipeptide isosteres as beta-turn promoters in the gramicidin S cyclodecapeptide scaffold.

Review 7. Amide Bond Bioisosteres: Strategies, Synthesis, and Successes.

8. n --> pi* Interaction and n)(pi Pauli repulsion are antagonistic for protein stability.

9. Large-scale asymmetric synthesis of the bioprotective agent JP4-039 and analogs.

10. Stereoselective formation of a functionalized dipeptide isostere by zinc carbenoid-mediated chain extension.