Literature DB >> 23736158

Nanomolar cholera toxin inhibitors based on symmetrical pentavalent ganglioside GM1os-sym-corannulenes.

Martin Mattarella1, Jaime Garcia-Hartjes2, Tom Wennekes2, Han Zuilhof3, Jay S Siegel1.   

Abstract

Eight symmetric and pentavalent corannulene derivatives were functionalized with galactose and the ganglioside GM1-oligosaccharide (GM1os) via copper-catalyzed alkyne-azide cycloaddition (CuAAC) reactions. The compounds were evaluated for their ability to inhibit the binding of the pentavalent cholera toxin to its natural ligand, ganglioside GM1. In this assay, all ganglioside GM1os-sym-corannulenes proved to be highly potent nanomolar inhibitors of cholera toxin.

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Year:  2013        PMID: 23736158     DOI: 10.1039/c3ob40438b

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


  8 in total

Review 1.  Multivalent Inhibitors of Channel-Forming Bacterial Toxins.

Authors:  Goli Yamini; Ekaterina M Nestorovich
Journal:  Curr Top Microbiol Immunol       Date:  2017       Impact factor: 4.291

Review 2.  Nanotechnology in Glycomics: Applications in Diagnostics, Therapy, Imaging, and Separation Processes.

Authors:  Erika Dosekova; Jaroslav Filip; Tomas Bertok; Peter Both; Peter Kasak; Jan Tkac
Journal:  Med Res Rev       Date:  2016-11-15       Impact factor: 12.944

3.  A protein-based pentavalent inhibitor of the cholera toxin B-subunit.

Authors:  Thomas R Branson; Tom E McAllister; Jaime Garcia-Hartjes; Martin A Fascione; James F Ross; Stuart L Warriner; Tom Wennekes; Han Zuilhof; W Bruce Turnbull
Journal:  Angew Chem Int Ed Engl       Date:  2014-07-02       Impact factor: 15.336

4.  Tetra- versus Pentavalent Inhibitors of Cholera Toxin.

Authors:  Ou Fu; Aliaksei V Pukin; H C Quarles van Ufford; Thomas R Branson; Dominique M E Thies-Weesie; W Bruce Turnbull; Gerben M Visser; Roland J Pieters
Journal:  ChemistryOpen       Date:  2015-03-21       Impact factor: 2.911

5.  Towards new cholera prophylactics and treatment: Crystal structures of bacterial enterotoxins in complex with GM1 mimics.

Authors:  Julie Elisabeth Heggelund; Alasdair Mackenzie; Tobias Martinsen; Joel Benjamin Heim; Pavel Cheshev; Anna Bernardi; Ute Krengel
Journal:  Sci Rep       Date:  2017-05-24       Impact factor: 4.379

Review 6.  Carbohydrate inhibitors of cholera toxin.

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

7.  An Unrevealed Molecular Function of Corannulene Buckybowl Glycoconjugates in Selective Tumor Annihilation by Targeting the Cancer-Specific Warburg Effect.

Authors:  Shengnan Liu; Ziru Sun; Min Liang; Weijie Song; Ru Zhang; Yunli Shi; Yujun Cui; Qingzhi Gao
Journal:  Adv Sci (Weinh)       Date:  2022-03-07       Impact factor: 16.806

8.  Targeting Multiple Binding Sites on Cholera Toxin B with Glycomimetic Polymers Promotes the Formation of Protein-Polymer Aggregates.

Authors:  Gyusaang Youn; Jakob Cervin; Xiaoxi Yu; Surita R Bhatia; Ulf Yrlid; Nicole S Sampson
Journal:  Biomacromolecules       Date:  2020-10-05       Impact factor: 6.988

  8 in total

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