Literature DB >> 21341746

Synthesis of a trimeric gp120 epitope mimic conjugated to a T-helper peptide to improve antigenicity.

Joan G Schellinger1, Lieza M Danan-Leon, Jessica A Hoch, Aemro Kassa, Indresh Srivastava, David Davis, Jacquelyn Gervay-Hague.   

Abstract

A fully synthetic trivalent mimotope of gp120 conjugated to pan allelic HLA DR binding epitope was prepared using solid-phase peptide synthesis and optimized copper-catalyzed azide-alkyne cycloaddition. The methodology efficiently provides chemically uniform heteromultimeric peptide constructs with enhanced binding, avidity, and specificity toward an established HIV-neutralizing human antibody, MAb b12. The versatile synthetic strategy serves as a powerful platform for the development of synthetic peptides as potential HIV-1 vaccine candidates.

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Year:  2011        PMID: 21341746      PMCID: PMC3062786          DOI: 10.1021/ja1083915

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  55 in total

1.  Inhibitors of HIV-1 protease by using in situ click chemistry.

Authors:  Matthew Whiting; John Muldoon; Ying-Chuan Lin; Steven M Silverman; William Lindstrom; Arthur J Olson; Hartmuth C Kolb; M G Finn; K Barry Sharpless; John H Elder; Valery V Fokin
Journal:  Angew Chem Int Ed Engl       Date:  2006-02-20       Impact factor: 15.336

Review 2.  Chemistry in living systems.

Authors:  Jennifer A Prescher; Carolyn R Bertozzi
Journal:  Nat Chem Biol       Date:  2005-06       Impact factor: 15.040

3.  1,2,3-triazole as a peptide surrogate in the rapid synthesis of HIV-1 protease inhibitors.

Authors:  Ashraf Brik; Jerry Alexandratos; Ying-Chuan Lin; John H Elder; Arthur J Olson; Alexander Wlodawer; David S Goodsell; Chi-Huey Wong
Journal:  Chembiochem       Date:  2005-07       Impact factor: 3.164

Review 4.  More than one reason to rethink the use of peptides in vaccine design.

Authors:  Anthony W Purcell; James McCluskey; Jamie Rossjohn
Journal:  Nat Rev Drug Discov       Date:  2007-05       Impact factor: 84.694

5.  Rapid solid-phase synthesis of a calmodulin-binding peptide using controlled microwave irradiation.

Authors:  Bernadett Bacsa; C Oliver Kappe
Journal:  Nat Protoc       Date:  2007       Impact factor: 13.491

6.  Synthetic peptide vaccine design: synthesis and properties of a high-density multiple antigenic peptide system.

Authors:  J P Tam
Journal:  Proc Natl Acad Sci U S A       Date:  1988-08       Impact factor: 11.205

7.  A simple method for displaying the hydropathic character of a protein.

Authors:  J Kyte; R F Doolittle
Journal:  J Mol Biol       Date:  1982-05-05       Impact factor: 5.469

8.  Hemoglobin bis-tetramers via cooperative azide-alkyne coupling.

Authors:  Jonathan S Foot; Francine E Lui; Ronald Kluger
Journal:  Chem Commun (Camb)       Date:  2009-11-03       Impact factor: 6.222

9.  A strain-promoted [3 + 2] azide-alkyne cycloaddition for covalent modification of biomolecules in living systems.

Authors:  Nicholas J Agard; Jennifer A Prescher; Carolyn R Bertozzi
Journal:  J Am Chem Soc       Date:  2004-11-24       Impact factor: 15.419

10.  1,2,3-Triazoles as peptide bond isosteres: synthesis and biological evaluation of cyclotetrapeptide mimics.

Authors:  Victoria D Bock; Dave Speijer; Henk Hiemstra; Jan H van Maarseveen
Journal:  Org Biomol Chem       Date:  2007-02-06       Impact factor: 3.876

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  3 in total

1.  Two-step functionalization of oligosaccharides using glycosyl iodide and trimethylene oxide and its applications to multivalent glycoconjugates.

Authors:  Hsiao-Wu Hsieh; Ryan A Davis; Jessica A Hoch; Jacquelyn Gervay-Hague
Journal:  Chemistry       Date:  2014-04-08       Impact factor: 5.236

2.  Bundle-forming α-helical peptide-dendron hybrid.

Authors:  Jeannette E Marine; Shuang Song; Xiaoli Liang; Matthew D Watson; Jonathan G Rudick
Journal:  Chem Commun (Camb)       Date:  2015-08-13       Impact factor: 6.222

Review 3.  Synthetic Peptides as Protein Mimics.

Authors:  Andrea Groß; Chie Hashimoto; Heinrich Sticht; Jutta Eichler
Journal:  Front Bioeng Biotechnol       Date:  2016-01-19
  3 in total

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