Literature DB >> 15771476

A synthetic divalent cholera toxin glycocalix[4]arene ligand having higher affinity than natural GM1 oligosaccharide.

Daniela Arosio1, Marco Fontanella, Laura Baldini, Laura Mauri, Anna Bernardi, Alessandro Casnati, Francesco Sansone, Rocco Ungaro.   

Abstract

A high-affinity ligand of cholera toxin, the divalent glycocalix[4]arene 1, was obtained by exploiting a combination of structure-based design of glycomimetic monovalent ligands and affinity enhancements by multivalent presentation through a calix[4]arene scaffold. It exhibits a slightly higher affinity for the toxin than its natural ligand, the GM1 oligosaccharide.

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Year:  2005        PMID: 15771476     DOI: 10.1021/ja0444029

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


  10 in total

1.  Application of click-click chemistry to the synthesis of new multivalent RGD conjugates.

Authors:  Mathieu Galibert; Lucie Sancey; Olivier Renaudet; Jean-Luc Coll; Pascal Dumy; Didier Boturyn
Journal:  Org Biomol Chem       Date:  2010-09-09       Impact factor: 3.876

2.  Supramolecular Chemistry of Anionic Dimers, Trimers, Tetramers and Clusters.

Authors:  Qing He; Peiyu Tu; Jonathan L Sessler
Journal:  Chem       Date:  2017-12-14       Impact factor: 22.804

Review 3.  Design and creativity in synthesis of multivalent neoglycoconjugates.

Authors:  Yoann M Chabre; René Roy
Journal:  Adv Carbohydr Chem Biochem       Date:  2010       Impact factor: 12.200

4.  Noncovalent complexation of monoamine neurotransmitters and related ammonium ions by tetramethoxy tetraglucosylcalix[4]arene.

Authors:  Mika Torvinen; Elina Kalenius; Francesco Sansone; Alessandro Casnati; Janne Jänis
Journal:  J Am Soc Mass Spectrom       Date:  2011-12-01       Impact factor: 3.109

Review 5.  Multivalent glycoconjugates as anti-pathogenic agents.

Authors:  Anna Bernardi; Jesus Jiménez-Barbero; Alessandro Casnati; Cristina De Castro; Tamis Darbre; Franck Fieschi; Jukka Finne; Horst Funken; Karl-Erich Jaeger; Martina Lahmann; Thisbe K Lindhorst; Marco Marradi; Paul Messner; Antonio Molinaro; Paul V Murphy; Cristina Nativi; Stefan Oscarson; Soledad Penadés; Francesco Peri; Roland J Pieters; Olivier Renaudet; Jean-Louis Reymond; Barbara Richichi; Javier Rojo; Francesco Sansone; Christina Schäffer; W Bruce Turnbull; Trinidad Velasco-Torrijos; Sébastien Vidal; Stéphane Vincent; Tom Wennekes; Han Zuilhof; Anne Imberty
Journal:  Chem Soc Rev       Date:  2012-12-19       Impact factor: 54.564

6.  Manipulation of electrostatic and saccharide linker interactions in the design of efficient glycopolypeptide-based cholera toxin inhibitors.

Authors:  Ronak Maheshwari; Eric A Levenson; Kristi L Kiick
Journal:  Macromol Biosci       Date:  2010-01-11       Impact factor: 4.979

7.  Effects of Saccharide Spacing and Chain Extension on Toxin Inhibition by Glycopolypeptides of Well-Defined Architecture.

Authors:  Brian D Polizzotti; Ronak Maheshwari; Jan Vinkenborg; Kristi L Kiick
Journal:  Macromolecules       Date:  2007-09-11       Impact factor: 5.985

Review 8.  Carbohydrate inhibitors of cholera toxin.

Authors:  Vajinder Kumar; W Bruce Turnbull
Journal:  Beilstein J Org Chem       Date:  2018-02-21       Impact factor: 2.883

9.  Strong Inhibition of Cholera Toxin B Subunit by Affordable, Polymer-Based Multivalent Inhibitors.

Authors:  Diksha Haksar; Eyleen de Poel; Linda Quarles van Ufford; Sumati Bhatia; Rainer Haag; Jeffrey Beekman; Roland J Pieters
Journal:  Bioconjug Chem       Date:  2019-01-24       Impact factor: 4.774

10.  Clicked and long spaced galactosyl- and lactosylcalix[4]arenes: new multivalent galectin-3 ligands.

Authors:  Silvia Bernardi; Paola Fezzardi; Gabriele Rispoli; Stefania E Sestito; Francesco Peri; Francesco Sansone; Alessandro Casnati
Journal:  Beilstein J Org Chem       Date:  2014-07-23       Impact factor: 2.883

  10 in total

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