Literature DB >> 18639452

Synthesis of alpha-helix mimetics with four side-chains.

Per Restorp1, Julius Rebek.   

Abstract

The synthesis of a heterocyclic piperazine-based scaffold that mimics the i, i+4, i+8, i+11 side-chain projections of an alpha-helix is described. The synthesis is designed to be modular to allow the targeting of a range of protein-protein interactions involving alpha-helices.

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Year:  2008        PMID： 18639452     DOI： 10.1016/j.bmcl.2008.06.074

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


  8 in total

1.  Synthesis of a tetrasubstituted tetrahydronaphthalene scaffold for α-helix mimicry via a MgBr2-catalyzed Friedel-Crafts epoxide cycloalkylation.

Authors:  Devan Naduthambi; Santosh Bhor; Michael B Elbaum; Neal J Zondlo
Journal:  Org Lett       Date:  2013-09-09       Impact factor: 6.005

2.  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

3.  Assessing helical protein interfaces for inhibitor design.

Authors:  Brooke N Bullock; Andrea L Jochim; Paramjit S Arora
Journal:  J Am Chem Soc       Date:  2011-08-22       Impact factor: 15.419

4.  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

Review 5.  Synthetic mimetics of protein secondary structure domains.

Authors:  Nathan T Ross; William P Katt; Andrew D Hamilton
Journal:  Philos Trans A Math Phys Eng Sci       Date:  2010-03-13       Impact factor: 4.226

6.  Stereocontrolled protein surface recognition using chiral oligoamide proteomimetic foldamers.

Authors:  Valeria Azzarito; Jennifer A Miles; Julie Fisher; Thomas A Edwards; Stuart L Warriner; Andrew J Wilson
Journal:  Chem Sci       Date:  2015-01-30       Impact factor: 9.825

7.  A Modular Synthesis of Teraryl-Based α-Helix Mimetics, Part 3: Iodophenyltriflate Core Fragments Featuring Side Chains of Proteinogenic Amino Acids.

Authors:  Melanie Trobe; Martin Vareka; Till Schreiner; Patrick Dobrounig; Carina Doler; Ella B Holzinger; Andreas Steinegger; Rolf Breinbauer
Journal:  European J Org Chem       Date:  2022-02-24

8.  Rational design of topographical helix mimics as potent inhibitors of protein-protein interactions.

Authors:  Brooke Bullock Lao; Kevin Drew; Danielle A Guarracino; Thomas F Brewer; Daniel W Heindel; Richard Bonneau; Paramjit S Arora
Journal:  J Am Chem Soc       Date:  2014-05-23       Impact factor: 15.419
  8 in total

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