Literature DB >> 22785578

2-O-alkylated para-benzamide α-helix mimetics: the role of scaffold curvature.

Valeria Azzarito1, Panchami Prabhakaran, Alice I Bartlett, Natasha S Murphy, Michaele J Hardie, Colin A Kilner, Thomas A Edwards, Stuart L Warriner, Andrew J Wilson.   

Abstract

The design and synthesis of a new 2-O-alklyated benzamide α-helix mimetic is described. Comparison with regioisomeric 3-O-alkylated benzamides permits a preliminary evaluation of the role that mimetic curvature has in determining molecular recognition properties.

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Year:  2012        PMID： 22785578     DOI： 10.1039/c2ob26262b

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN： 1477-0520            Impact factor:   3.876


  14 in total

1.  Evaluating minimalist mimics by exploring key orientations on secondary structures (EKOS).

Authors:  Dongyue Xin; Eunhwa Ko; Lisa M Perez; Thomas R Ioerger; Kevin Burgess
Journal:  Org Biomol Chem       Date:  2013-10-14       Impact factor: 3.876

Review 2.  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

3.  Activity-Directed Synthesis of Inhibitors of the p53/hDM2 Protein-Protein Interaction.

Authors:  Adam I Green; Fruzsina Hobor; Christopher P Tinworth; Stuart Warriner; Andrew J Wilson; Adam Nelson
Journal:  Chemistry       Date:  2020-08-04       Impact factor: 5.236

4.  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 5.  Structure-Based Design of Inhibitors of Protein-Protein Interactions: Mimicking Peptide Binding Epitopes.

Authors:  Marta Pelay-Gimeno; Adrian Glas; Oliver Koch; Tom N Grossmann
Journal:  Angew Chem Int Ed Engl       Date:  2015-06-26       Impact factor: 15.336

6.  Orthogonal functionalisation of α-helix mimetics.

Authors:  Anna Barnard; Kérya Long; David J Yeo; Jennifer A Miles; Valeria Azzarito; George M Burslem; Panchami Prabhakaran; Thomas A Edwards; Andrew J Wilson
Journal:  Org Biomol Chem       Date:  2014-09-21       Impact factor: 3.876

7.  Small-molecule proteomimetic inhibitors of the HIF-1α-p300 protein-protein interaction.

Authors:  George M Burslem; Hannah F Kyle; Alexander L Breeze; Thomas A Edwards; Adam Nelson; Stuart L Warriner; Andrew J Wilson
Journal:  Chembiochem       Date:  2014-04-29       Impact factor: 3.164

8.  Solid-phase methodology for synthesis of O-alkylated aromatic oligoamide inhibitors of α-helix-mediated protein-protein interactions.

Authors:  Natasha S Murphy; Panchami Prabhakaran; Valeria Azzarito; Jeffrey P Plante; Michaele J Hardie; Colin A Kilner; Stuart L Warriner; Andrew J Wilson
Journal:  Chemistry       Date:  2013-03-18       Impact factor: 5.236

9.  Synthesis of highly functionalized oligobenzamide proteomimetic foldamers by late stage introduction of sensitive groups.

Authors:  George M Burslem; Hannah F Kyle; Panchami Prabhakaran; Alexander L Breeze; Thomas A Edwards; Stuart L Warriner; Adam Nelson; Andrew J Wilson
Journal:  Org Biomol Chem       Date:  2016-04-12       Impact factor: 3.876

10.  Influence of Terminal Functionality on the Crystal Packing Behaviour and Cytotoxicity of Aromatic Oligoamides.

Authors:  Pierre Delfosse; Colin C Seaton; Louise Male; Rianne M Lord; Sarah J Pike
Journal:  Front Chem       Date:  2021-06-30       Impact factor: 5.221
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