Literature DB >> 27046675

An optimal hydrogen-bond surrogate for α-helices.

Stephen T Joy1, Paramjit S Arora1.   

Abstract

Substitution of a main chain i → i + 4 hydrogen bond with a covalent bond can nucleate and stabilize the α-helical conformation in n class="Chemical">peptides. Herein we describe the potential of different alkene isosteres to mimic intramolecular hydrogen bonds and stabilize α-helices in diverse peptide sequences.

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Year:  2016        PMID: 27046675      PMCID: PMC4836946          DOI: 10.1039/c6cc01104g

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  36 in total

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Authors:  T M Trnka; R H Grubbs
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Review 2.  The remarkable metal-catalysed olefin metathesis reaction.

Authors:  Amir H Hoveyda; Adil R Zhugralin
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Review 3.  α-Helix mimetics: outwards and upwards.

Authors:  Madura K P Jayatunga; Sam Thompson; Andrew D Hamilton
Journal:  Bioorg Med Chem Lett       Date:  2013-12-08       Impact factor: 2.823

Review 4.  Hydrogen bonding in globular proteins.

Authors:  E N Baker; R E Hubbard
Journal:  Prog Biophys Mol Biol       Date:  1984       Impact factor: 3.667

5.  Ns strategies: a highly versatile synthetic method for amines.

Authors:  Toshiyuki Kan; Tohru Fukuyama
Journal:  Chem Commun (Camb)       Date:  2003-11-25       Impact factor: 6.222

6.  The occurrence of C--H...O hydrogen bonds in alpha-helices and helix termini in globular proteins.

Authors:  K Manikandan; S Ramakumar
Journal:  Proteins       Date:  2004-09-01

7.  In vivo modulation of hypoxia-inducible signaling by topographical helix mimetics.

Authors:  Brooke Bullock Lao; Ivan Grishagin; Hanah Mesallati; Thomas F Brewer; Bogdan Z Olenyuk; Paramjit S Arora
Journal:  Proc Natl Acad Sci U S A       Date:  2014-05-12       Impact factor: 11.205

Review 8.  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

9.  Crystal structures of stapled and hydrogen bond surrogate peptides targeting a fully buried protein-helix interaction.

Authors:  Christopher H Douse; Sabrina J Maas; Jemima C Thomas; James A Garnett; Yunyun Sun; Ernesto Cota; Edward W Tate
Journal:  ACS Chem Biol       Date:  2014-08-06       Impact factor: 5.100

10.  Anatomy of β-strands at protein-protein interfaces.

Authors:  Andrew M Watkins; Paramjit S Arora
Journal:  ACS Chem Biol       Date:  2014-06-09       Impact factor: 5.100

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  3 in total

1.  N-Gemini peptides: cytosolic protease resistance via N-terminal dimerization of unstructured peptides.

Authors:  Effrat L Fayer; William M Gilliland; J Michael Ramsey; Nancy L Allbritton; Marcey L Waters
Journal:  Chem Commun (Camb)       Date:  2017-12-21       Impact factor: 6.222

Review 2.  Protein Domain Mimics as Modulators of Protein-Protein Interactions.

Authors:  Nicholas Sawyer; Andrew M Watkins; Paramjit S Arora
Journal:  Acc Chem Res       Date:  2017-05-31       Impact factor: 22.384

3.  Hydrogen Bond Surrogate Stabilization of β-Hairpins.

Authors:  Nicholas Sawyer; Paramjit S Arora
Journal:  ACS Chem Biol       Date:  2018-07-18       Impact factor: 5.100

  3 in total

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