Literature DB >> 17971985

Design and synthesis of alpha-helical peptides and mimetics.

James Garner1, Margaret M Harding.   

Abstract

The alpha-helix is the most abundant secondary structural element in proteins and is an important structural domain for mediating protein-protein and protein-nucleic acid interactions. Strategies for the rational design and synthesis of alpha-helix mimetics have not matured as well as other secondary structure mimetics such as strands and turns. This perspective will focus on developments in the design, synthesis and applications of alpha-helices and mimetics, particularly in the last 5 years. Examples where synthetic compounds have delivered promising biological results will be highlighted as well as opportunities for the design of mimetics of the type I alpha-helical antifreeze proteins.

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Year:  2007        PMID: 17971985     DOI: 10.1039/b710425a

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


  28 in total

1.  Solid-phase synthesis of short α-helices stabilized by the hydrogen bond surrogate approach.

Authors:  Anupam Patgiri; Monica Z Menzenski; Andrew B Mahon; Paramjit S Arora
Journal:  Nat Protoc       Date:  2010-10-28       Impact factor: 13.491

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.  Solid phase synthesis of hydrogen bond surrogate derived alpha-helices: resolving the case of a difficult amide coupling.

Authors:  Anupam Patgiri; Michael R Witten; Paramjit S Arora
Journal:  Org Biomol Chem       Date:  2010-04-21       Impact factor: 3.876

4.  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

5.  Developing potent backbone cyclic peptides bearing the shared epitope sequence as rheumatoid arthritis drug-leads.

Authors:  Shirly Naveh; Yftah Tal-Gan; Song Ling; Amnon Hoffman; Joseph Holoshitz; Chaim Gilon
Journal:  Bioorg Med Chem Lett       Date:  2011-11-04       Impact factor: 2.823

6.  Assessment of helical interfaces in protein-protein interactions.

Authors:  Andrea L Jochim; Paramjit S Arora
Journal:  Mol Biosyst       Date:  2009-04-08

Review 7.  Mini review: protein-protein interactions in transcription: a fertile ground for helix mimetics.

Authors:  Danielle A Guarracino; Brooke N Bullock; Paramjit S Arora
Journal:  Biopolymers       Date:  2011-01       Impact factor: 2.505

8.  Synthesis of P,N-heterocycles from omega-amino-H-phosphinates: conformationally restricted alpha-amino acid analogs.

Authors:  Clémence Queffelec; Patrice Ribière; Jean-Luc Montchamp
Journal:  J Org Chem       Date:  2008-10-15       Impact factor: 4.354

9.  Alkyne-linked 2,2-disubstituted-indolin-3-one oligomers as extended beta-strand mimetics.

Authors:  Pauline N Wyrembak; Andrew D Hamilton
Journal:  J Am Chem Soc       Date:  2009-04-08       Impact factor: 15.419

Review 10.  Contemporary strategies for the stabilization of peptides in the alpha-helical conformation.

Authors:  Laura K Henchey; Andrea L Jochim; Paramjit S Arora
Journal:  Curr Opin Chem Biol       Date:  2008-09-13       Impact factor: 8.822

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