Literature DB >> 11601967

Solid-phase syntheses of beta-turn analogues to mimic or disrupt protein-protein interactions.

K Burgess1.   

Abstract

Protein-protein interactions are difficult targets in medicinal chemistry, but they will become increasingly important as data from The Human Genome Project is interpreted. Our work focuses on beta-turn mimics that are designed to mimic or disrupt some of these interactions. Solid-phase syntheses and preferred conformations of beta-turn mimics that incorporate dipeptide units are discussed. The activity of one illustrative compound that potentiates the interaction of the nerve growth factor with its transmembrane tyrosine kinase receptor TrkA is outlined. Finally, the importance of dimeric turn mimics and some new approaches to these are described.

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Year:  2001        PMID: 11601967     DOI: 10.1021/ar9901523

Source DB:  PubMed          Journal:  Acc Chem Res        ISSN: 0001-4842            Impact factor:   22.384


  12 in total

Review 1.  Combinatorial chemistry of beta-hairpins.

Authors:  M Teresa Pastor; Enrique Pérez-Payá
Journal:  Mol Divers       Date:  2003       Impact factor: 2.943

2.  Construction of peptoids with all trans-amide backbones and peptoid reverse turns via the tactical incorporation of N-aryl side chains capable of hydrogen bonding.

Authors:  Joseph R Stringer; J Aaron Crapster; Ilia A Guzei; Helen E Blackwell
Journal:  J Org Chem       Date:  2010-09-17       Impact factor: 4.354

3.  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

4.  A combinatorial approach for targeted delivery using small molecules and reversible masking to bypass nonspecific uptake in vivo.

Authors:  Q Shi; A T Nguyen; Y Angell; D Deng; C-R Na; K Burgess; D D Roberts; F C Brunicardi; N S Templeton
Journal:  Gene Ther       Date:  2010-05-13       Impact factor: 5.250

5.  Synthesis of a novel benzyl-octahydropyrazino[1,2-a]pyrimidin-6-one derivative as a convenient internal bicyclic peptidomimetic.

Authors:  Byoung J Min; Xuyuan Gu; Takashi Yamamoto; Ravil R Petrov; Hongchang Qu; Yeon Sun Lee; Victor J Hruby
Journal:  Tetrahedron Lett       Date:  2008-03-31       Impact factor: 2.415

6.  Bivalent peptidomimetic ligands of TrkC are biased agonists and selectively induce neuritogenesis or potentiate neurotrophin-3 trophic signals.

Authors:  Dianjun Chen; Fouad Brahimi; Yu Angell; Yu-Chin Li; Jennifer Moscowicz; H Uri Saragovi; Kevin Burgess
Journal:  ACS Chem Biol       Date:  2009-09-18       Impact factor: 5.100

7.  Mimicry of a β-Hairpin Turn by a Nonpeptidic Laterally Flexible Foldamer.

Authors:  Joseph W Meisel; Chunhua T Hu; Andrew D Hamilton
Journal:  Org Lett       Date:  2018-06-13       Impact factor: 6.005

Review 8.  Isocyanide-based multicomponent reactions towards cyclic constrained peptidomimetics.

Authors:  Gijs Koopmanschap; Eelco Ruijter; Romano Va Orru
Journal:  Beilstein J Org Chem       Date:  2014-03-04       Impact factor: 2.883

Review 9.  Constrained peptides as miniature protein structures.

Authors:  Hang Yin
Journal:  ISRN Biochem       Date:  2012-09-26

10.  β-Turn mimetic-based stabilizers of protein-protein interactions for the study of the non-canonical roles of leucyl-tRNA synthetase.

Authors:  Chanwoo Kim; Jinjoo Jung; Truong T Tung; Seung Bum Park
Journal:  Chem Sci       Date:  2015-12-15       Impact factor: 9.825

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