Literature DB >> 17555961

Heterocyclic alpha-helix mimetics for targeting protein-protein interactions.

Shannon M Biros1, Lionel Moisan, Enrique Mann, Alexandre Carella, Dayong Zhai, John C Reed, Julius Rebek.   

Abstract

The design and synthesis of alpha-helix peptidomimetics using inverse electron demand Diels-Alder reactions is described. The potency of the resulting pyridazine-based library to disrupt the Bak/Bcl-X(L) interaction was tested using an in vitro fluorescence polarization assay.

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Year:  2007        PMID： 17555961      PMCID： PMC2699934          DOI： 10.1016/j.bmcl.2007.05.075

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN： 0960-894X            Impact factor:   2.823


  20 in total

1.  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 2.  Small-molecule inhibitors of protein-protein interactions: progressing towards the dream.

Authors:  Michelle R Arkin; James A Wells
Journal:  Nat Rev Drug Discov       Date:  2004-04       Impact factor: 84.694

Review 3.  Targeting protein-protein interactions by rational design: mimicry of protein surfaces.

Authors:  Steven Fletcher; Andrew D Hamilton
Journal:  J R Soc Interface       Date:  2006-04-22       Impact factor: 4.118

4.  Chemical genetics resulting from a passion for synthetic organic chemistry.

Authors:  S L Schreiber
Journal:  Bioorg Med Chem       Date:  1998-08       Impact factor: 3.641

Review 5.  Anatomy of hot spots in protein interfaces.

Authors:  A A Bogan; K S Thorn
Journal:  J Mol Biol       Date:  1998-07-03       Impact factor: 5.469

6.  Simple route to sterically pure diketopiperazines.

Authors:  D E Nitecki; B Halpern; J W Westley
Journal:  J Org Chem       Date:  1968-02       Impact factor: 4.354

Review 7.  Towards protein surface mimetics.

Authors:  D P Fairlie; M L West; A K Wong
Journal:  Curr Med Chem       Date:  1998-02       Impact factor: 4.530

Review 8.  Principles of protein-protein interactions.

Authors:  S Jones; J M Thornton
Journal:  Proc Natl Acad Sci U S A       Date:  1996-01-09       Impact factor: 11.205

9.  Development of a high-throughput fluorescence polarization assay for Bcl-x(L).

Authors:  Haichao Zhang; Paul Nimmer; Saul H Rosenberg; Shi-Chung Ng; Mary Joseph
Journal:  Anal Biochem       Date:  2002-08-01       Impact factor: 3.365

10.  MyD88-dependent and -independent signaling by IL-1 in neurons probed by bifunctional Toll/IL-1 receptor domain/BB-loop mimetics.

Authors:  Christopher N Davis; Enrique Mann; M Margarita Behrens; Svetlana Gaidarova; Mitra Rebek; Julius Rebek; Tamas Bartfai
Journal:  Proc Natl Acad Sci U S A       Date:  2006-02-13       Impact factor: 11.205
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  19 in total

1.  Multicomponent synthesis of dihydrobenzoxazepinones, bearing four diversity points, as potential α-helix mimics.

Authors:  Luca Banfi; Andrea Basso; Valentina Cerulli; Giuseppe Guanti; Paulina Lecinska; Ilaria Monfardini; Renata Riva
Journal:  Mol Divers       Date:  2009-11-28       Impact factor: 2.943

2.  Inverse electron demand Diels-Alder reactions of 1,2,3-triazines: pronounced substituent effects on reactivity and cycloaddition scope.

Authors:  Erin D Anderson; Dale L Boger
Journal:  J Am Chem Soc       Date:  2011-07-19       Impact factor: 15.419

Review 3.  Inhibition of α-helix-mediated protein-protein interactions using designed molecules.

Authors:  Valeria Azzarito; Kérya Long; Natasha S Murphy; Andrew J Wilson
Journal:  Nat Chem       Date:  2013-03       Impact factor: 24.427

Review 4.  Small molecules, big targets: drug discovery faces the protein-protein interaction challenge.

Authors:  Duncan E Scott; Andrew R Bayly; Chris Abell; John Skidmore
Journal:  Nat Rev Drug Discov       Date:  2016-04-11       Impact factor: 84.694

5.  Facile iterative synthesis of 2,5-terpyrimidinylenes as nonpeptidic alpha-helical mimics.

Authors:  Laura Anderson; Mingzhou Zhou; Vasudha Sharma; Jillian M McLaughlin; Daniel N Santiago; Frank R Fronczek; Wayne C Guida; Mark L McLaughlin
Journal:  J Org Chem       Date:  2010-06-18       Impact factor: 4.354

6.  Oligobenzamide proteomimetic inhibitors of the p53-hDM2 protein-protein interaction.

Authors:  Jeffrey P Plante; Thomas Burnley; Barbora Malkova; Michael E Webb; Stuart L Warriner; Thomas A Edwards; Andrew J Wilson
Journal:  Chem Commun (Camb)       Date:  2009-06-24       Impact factor: 6.222

7.  Synthesis and biological evaluation of a 5-6-5 imidazole-phenyl-thiazole based alpha-helix mimetic.

Authors:  Christopher G Cummings; Nathan T Ross; William P Katt; Andrew D Hamilton
Journal:  Org Lett       Date:  2009-01-01       Impact factor: 6.005

8.  Design, synthesis, and evaluation of an alpha-helix mimetic library targeting protein-protein interactions.

Authors:  Alex Shaginian; Landon R Whitby; Sukwon Hong; Inkyu Hwang; Bilal Farooqi; Mark Searcey; Jiandong Chen; Peter K Vogt; Dale L Boger
Journal:  J Am Chem Soc       Date:  2009-04-22       Impact factor: 15.419

9.  Discovery of leukotriene A4 hydrolase inhibitors using metabolomics biased fragment crystallography.

Authors:  Douglas R Davies; Bjorn Mamat; Olafur T Magnusson; Jeff Christensen; Magnus H Haraldsson; Rama Mishra; Brian Pease; Erik Hansen; Jasbir Singh; David Zembower; Hidong Kim; Alex S Kiselyov; Alex B Burgin; Mark E Gurney; Lance J Stewart
Journal:  J Med Chem       Date:  2009-08-13       Impact factor: 7.446

Review 10.  The role of medical structural genomics in discovering new drugs for infectious diseases.

Authors:  Wesley C Van Voorhis; Wim G J Hol; Peter J Myler; Lance J Stewart
Journal:  PLoS Comput Biol       Date:  2009-10-26       Impact factor: 4.475
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