Literature DB >> 23144512

Reversible α-helix formation controlled by a hydrogen bond surrogate.

Stephen E Miller1, Neville R Kallenbach, Paramjit S Arora.   

Abstract

Strategically placed covalent linkages have been shown to stabilize helical conformations in short peptide sequences. Here we report the synthesis of a stabilized α-helix that utilizes an internal disulfide linkage. Structural analysis indicates that the dynamic nature of the disulfide bridge allows for the reversible formation of an α-helix through oxidation and reduction reactions.

Entities:  

Year:  2011        PMID： 23144512      PMCID： PMC3490425          DOI： 10.1016/j.tet.2011.12.068

Source DB:  PubMed          Journal:  Tetrahedron        ISSN： 0040-4020            Impact factor:   2.457


  18 in total

1.  Folding and unfolding of light-triggered β-hairpin model peptides.

Authors:  Tobias E Schrader; Thorben Cordes; Wolfgang J Schreier; Florian O Koller; Shou-Liang Dong; Luis Moroder; Wolfgang Zinth
Journal:  J Phys Chem B       Date:  2010-12-22       Impact factor: 2.991

Review 2.  Photocontrolling peptide alpha helices.

Authors:  G Andrew Woolley
Journal:  Acc Chem Res       Date:  2005-06       Impact factor: 22.384

3.  Evaluation of biologically relevant short alpha-helices stabilized by a main-chain hydrogen-bond surrogate.

Authors:  Deyun Wang; Kang Chen; John L Kulp Iii; Paramjit S Arora
Journal:  J Am Chem Soc       Date:  2006-07-19       Impact factor: 15.419

4.  Nucleation and stability of hydrogen-bond surrogate-based alpha-helices.

Authors:  Deyun Wang; Kang Chen; Gianluca Dimartino; Paramjit S Arora
Journal:  Org Biomol Chem       Date:  2006-11-21       Impact factor: 3.876

5.  Alpha-Helix folding in the presence of structural constraints.

Authors:  Janne A Ihalainen; Beatrice Paoli; Stefanie Muff; Ellen H G Backus; Jens Bredenbeck; G Andrew Woolley; Amedeo Caflisch; Peter Hamm
Journal:  Proc Natl Acad Sci U S A       Date:  2008-07-09       Impact factor: 11.205

6.  Efficient solid-phase synthesis of FK228 analogues as potent antitumoral agents.

Authors:  Salvatore Di Maro; Rey-Chen Pong; Jer-Tsong Hsieh; Jung-Mo Ahn
Journal:  J Med Chem       Date:  2008-10-08       Impact factor: 7.446

Review 7.  Azobenzene photoswitches for biomolecules.

Authors:  Andrew A Beharry; G Andrew Woolley
Journal:  Chem Soc Rev       Date:  2011-04-12       Impact factor: 54.564

8.  Structure of the MDM2 oncoprotein bound to the p53 tumor suppressor transactivation domain.

Authors:  P H Kussie; S Gorina; V Marechal; B Elenbaas; J Moreau; A J Levine; N P Pavletich
Journal:  Science       Date:  1996-11-08       Impact factor: 47.728

9.  A cyclic beta-strand tripeptide with an alpha-helix like CD spectrum.

Authors:  Russell W Driver; Huy N Hoang; Giovanni Abbenante; David P Fairlie
Journal:  Org Lett       Date:  2009-07-16       Impact factor: 6.005

10.  A hydrogen bond surrogate approach for stabilization of short peptide sequences in alpha-helical conformation.

Authors:  Anupam Patgiri; Andrea L Jochim; Paramjit S Arora
Journal:  Acc Chem Res       Date:  2008-07-17       Impact factor: 22.384
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  7 in total

Review 1.  Getting across the cell membrane: an overview for small molecules, peptides, and proteins.

Authors:  Nicole J Yang; Marlon J Hinner
Journal:  Methods Mol Biol       Date:  2015

2.  Effects of side chains in helix nucleation differ from helix propagation.

Authors:  Stephen E Miller; Andrew M Watkins; Neville R Kallenbach; Paramjit S Arora
Journal:  Proc Natl Acad Sci U S A       Date:  2014-04-21       Impact factor: 11.205

Review 3.  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

Review 4.  Designing helical peptide inhibitors of protein-protein interactions.

Authors:  Raheleh Rezaei Araghi; Amy E Keating
Journal:  Curr Opin Struct Biol       Date:  2016-04-25       Impact factor: 6.809

5.  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

6.  Facile Chemoselective Modification of Thioethers Generates Chiral Center-Induced Helical Peptides.

Authors:  Yinghuan Liu; Kuan Hu; Feng Yin; Zigang Li
Journal:  Methods Mol Biol       Date:  2021

7.  Tunable Helicity, Stability and DNA-Binding Properties of Short Peptides with Hybrid Metal Coordination Motifs.

Authors:  Sarah J Smith; Robert J Radford; Rohit H Subramanian; Brandon R Barnett; Joshua S Figueroa; F Akif Tezcan
Journal:  Chem Sci       Date:  2016-05-18       Impact factor: 9.825
  7 in total

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