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Heteroglycoclusters With Dual Nanomolar Affinities for the Lectins LecA and LecB From Pseudomonas aeruginosa

Multivalent structures displaying different instead of similar sugar units, namely heteroglycoclusters (hGCs), are stimulating the efforts of glycochemists for developing compounds with new biological properties. Here we report a four-step strategy to synthesize hexadecavalent hGCs displaying eight...

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Autores principales: Goyard, David, Thomas, Baptiste, Gillon, Emilie, Imberty, Anne, Renaudet, Olivier
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Frontiers Media S.A. 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6783499/
https://www.ncbi.nlm.nih.gov/pubmed/31632954
http://dx.doi.org/10.3389/fchem.2019.00666
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author Goyard, David
Thomas, Baptiste
Gillon, Emilie
Imberty, Anne
Renaudet, Olivier
author_facet Goyard, David
Thomas, Baptiste
Gillon, Emilie
Imberty, Anne
Renaudet, Olivier
author_sort Goyard, David
collection PubMed
description Multivalent structures displaying different instead of similar sugar units, namely heteroglycoclusters (hGCs), are stimulating the efforts of glycochemists for developing compounds with new biological properties. Here we report a four-step strategy to synthesize hexadecavalent hGCs displaying eight copies of αFuc and βGal. These compounds were tested for the binding to lectins LecA and LecB from Pseudomonas aeruginosa. While parent fucosylated (19) and galactosylated (20) homoclusters present nanomolar affinity with LecB and LecA, respectively, we observed that hGCs combining these sugars (11 and 13) maintain their binding potency with both lectins despite the presence of an unspecific sugar. The added multivalency is therefore not a barrier for efficient recognition by bacterial receptors and it opens the route for adding different sugars that can be selected for their immunomodulatory properties.
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spelling pubmed-67834992019-10-18 Heteroglycoclusters With Dual Nanomolar Affinities for the Lectins LecA and LecB From Pseudomonas aeruginosa Goyard, David Thomas, Baptiste Gillon, Emilie Imberty, Anne Renaudet, Olivier Front Chem Chemistry Multivalent structures displaying different instead of similar sugar units, namely heteroglycoclusters (hGCs), are stimulating the efforts of glycochemists for developing compounds with new biological properties. Here we report a four-step strategy to synthesize hexadecavalent hGCs displaying eight copies of αFuc and βGal. These compounds were tested for the binding to lectins LecA and LecB from Pseudomonas aeruginosa. While parent fucosylated (19) and galactosylated (20) homoclusters present nanomolar affinity with LecB and LecA, respectively, we observed that hGCs combining these sugars (11 and 13) maintain their binding potency with both lectins despite the presence of an unspecific sugar. The added multivalency is therefore not a barrier for efficient recognition by bacterial receptors and it opens the route for adding different sugars that can be selected for their immunomodulatory properties. Frontiers Media S.A. 2019-10-02 /pmc/articles/PMC6783499/ /pubmed/31632954 http://dx.doi.org/10.3389/fchem.2019.00666 Text en Copyright © 2019 Goyard, Thomas, Gillon, Imberty and Renaudet. http://creativecommons.org/licenses/by/4.0/ This is an open-access article distributed under the terms of the Creative Commons Attribution License (CC BY). The use, distribution or reproduction in other forums is permitted, provided the original author(s) and the copyright owner(s) are credited and that the original publication in this journal is cited, in accordance with accepted academic practice. No use, distribution or reproduction is permitted which does not comply with these terms.
spellingShingle Chemistry
Goyard, David
Thomas, Baptiste
Gillon, Emilie
Imberty, Anne
Renaudet, Olivier
Heteroglycoclusters With Dual Nanomolar Affinities for the Lectins LecA and LecB From Pseudomonas aeruginosa
title Heteroglycoclusters With Dual Nanomolar Affinities for the Lectins LecA and LecB From Pseudomonas aeruginosa
title_full Heteroglycoclusters With Dual Nanomolar Affinities for the Lectins LecA and LecB From Pseudomonas aeruginosa
title_fullStr Heteroglycoclusters With Dual Nanomolar Affinities for the Lectins LecA and LecB From Pseudomonas aeruginosa
title_full_unstemmed Heteroglycoclusters With Dual Nanomolar Affinities for the Lectins LecA and LecB From Pseudomonas aeruginosa
title_short Heteroglycoclusters With Dual Nanomolar Affinities for the Lectins LecA and LecB From Pseudomonas aeruginosa
title_sort heteroglycoclusters with dual nanomolar affinities for the lectins leca and lecb from pseudomonas aeruginosa
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6783499/
https://www.ncbi.nlm.nih.gov/pubmed/31632954
http://dx.doi.org/10.3389/fchem.2019.00666
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