Literature DB >> 28190897

Synthesis of multivalent glycopeptide conjugates that mimic an HIV epitope.

Jennifer K Bailey1, Dung N Nguyen1, Satoru Horiya1, Isaac J Krauss1.   

Abstract

Recently, we reported a directed evolution method which enabled us to discover sequences of glycopeptides that bind with picomolar affinity to HIV antibody 2G12 and are of interest as HIV vaccine candidates. In this manuscript, we describe the syntheses of several of these large (~11-12 kDa) glycopeptides by a combination of fast flow peptide synthesis and click chemistry. We also discuss the optimization of their attachment to carrier protein CRM197, affording antigenic and immunogenic conjugates ready for animal vaccination.

Entities:  

Keywords:  2G12; Directed Evolution; Glycopeptides; HIV; Solid-phase peptide synthesis

Year:  2016        PMID： 28190897      PMCID： PMC5300091          DOI： 10.1016/j.tet.2016.07.062

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


  27 in total

Review 1.  Recent strategies targeting HIV glycans in vaccine design.

Authors:  Satoru Horiya; Iain S MacPherson; Isaac J Krauss
Journal:  Nat Chem Biol       Date:  2014-12       Impact factor: 15.040

2.  Acid-mediated prevention of aspartimide formation in solid phase peptide synthesis.

Authors:  Tillmann Michels; Rudolf Dölling; Uwe Haberkorn; Walter Mier
Journal:  Org Lett       Date:  2012-10-01       Impact factor: 6.005

3.  Rapid total synthesis of DARPin pE59 and barnase.

Authors:  Surin K Mong; Alexander A Vinogradov; Mark D Simon; Bradley L Pentelute
Journal:  Chembiochem       Date:  2014-03-11       Impact factor: 3.164

4.  The aspartimide problem in Fmoc-based SPPS. Part I.

Authors:  M Mergler; F Dick; B Sax; P Weiler; T Vorherr
Journal:  J Pept Sci       Date:  2003-01       Impact factor: 1.905

5.  Reaction of Tris(2-carboxyethyl)phosphine (TCEP) with maleimide and alpha-haloacyl groups: anomalous elution of TCEP by gel filtration.

Authors:  D E Shafer; J K Inman; A Lees
Journal:  Anal Biochem       Date:  2000-06-15       Impact factor: 3.365

6.  Maintaining protection against invasive bacteria with protein-polysaccharide conjugate vaccines.

Authors:  Andrew J Pollard; Kirsten P Perrett; Peter C Beverley
Journal:  Nat Rev Immunol       Date:  2009-03       Impact factor: 53.106

7.  Human immunodeficiency virus type 1 elite neutralizers: individuals with broad and potent neutralizing activity identified by using a high-throughput neutralization assay together with an analytical selection algorithm.

Authors:  Melissa D Simek; Wasima Rida; Frances H Priddy; Pham Pung; Emily Carrow; Dagna S Laufer; Jennifer K Lehrman; Mark Boaz; Tony Tarragona-Fiol; George Miiro; Josephine Birungi; Anton Pozniak; Dale A McPhee; Olivier Manigart; Etienne Karita; André Inwoley; Walter Jaoko; Jack Dehovitz; Linda-Gail Bekker; Punnee Pitisuttithum; Robert Paris; Laura M Walker; Pascal Poignard; Terri Wrin; Patricia E Fast; Dennis R Burton; Wayne C Koff
Journal:  J Virol       Date:  2009-05-13       Impact factor: 5.103

8.  Directed evolution of 2G12-targeted nonamannose glycoclusters by SELMA.

Authors:  J Sebastian Temme; Michael G Drzyzga; Iain S MacPherson; Isaac J Krauss
Journal:  Chemistry       Date:  2013-11-13       Impact factor: 5.236

9.  Directed evolution of multivalent glycopeptides tightly recognized by HIV antibody 2G12.

Authors:  Satoru Horiya; Jennifer K Bailey; J Sebastian Temme; Yollete V Guillen Schlippe; Isaac J Krauss
Journal:  J Am Chem Soc       Date:  2014-04-01       Impact factor: 15.419

10.  Proof of principle for epitope-focused vaccine design.

Authors:  Bruno E Correia; John T Bates; Rebecca J Loomis; Gretchen Baneyx; Chris Carrico; Joseph G Jardine; Peter Rupert; Colin Correnti; Oleksandr Kalyuzhniy; Vinayak Vittal; Mary J Connell; Eric Stevens; Alexandria Schroeter; Man Chen; Skye Macpherson; Andreia M Serra; Yumiko Adachi; Margaret A Holmes; Yuxing Li; Rachel E Klevit; Barney S Graham; Richard T Wyatt; David Baker; Roland K Strong; James E Crowe; Philip R Johnson; William R Schief
Journal:  Nature       Date:  2014-02-05       Impact factor: 49.962
View more
  3 in total

1.  Directed Evolution of Glycopeptides Using mRNA Display.

Authors:  Satoru Horiya; Jennifer K Bailey; Isaac J Krauss
Journal:  Methods Enzymol       Date:  2017-08-18       Impact factor: 1.600

2.  Oligomannose Glycopeptide Conjugates Elicit Antibodies Targeting the Glycan Core Rather than Its Extremities.

Authors:  Dung N Nguyen; Bokai Xu; Robyn L Stanfield; Jennifer K Bailey; Satoru Horiya; J Sebastian Temme; Deborah R Leon; Celia C LaBranche; David C Montefiori; Catherine E Costello; Ian A Wilson; Isaac J Krauss
Journal:  ACS Cent Sci       Date:  2019-02-06       Impact factor: 14.553

3.  The Impact of Sustained Immunization Regimens on the Antibody Response to Oligomannose Glycans.

Authors:  Dung N Nguyen; Richard L Redman; Satoru Horiya; Jennifer K Bailey; Bokai Xu; Robyn L Stanfield; J Sebastian Temme; Celia C LaBranche; Shiyu Wang; Avital A Rodal; David C Montefiori; Ian A Wilson; Isaac J Krauss
Journal:  ACS Chem Biol       Date:  2020-03-09       Impact factor: 5.100
  3 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.