Selective C-13-Labels on Repeating Glycan Oligomers to Reveal Protein Binding Epitopes through NMR: Polylactosamine Binding to Galectins

A combined chemo-enzymatic synthesis/NMR-based methodology is presented to identify, in unambiguous manner, the distinctive binding epitope within repeating sugar oligomers when binding to protein receptors. The concept is based on the incorporation of C-13-labels at specific monosaccharide units, s...

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Detalles Bibliográficos
Autores: Moure, María J., Gimeno, Ana, Delgado, Sandra, Diercks, Tammo, Boons, Geert-Jan, Jiménez Barbero, Jesús, Ardá, Ana
Tipo de recurso: artículo
Fecha de publicación:2021
País:España
Institución:Universidad del País Vasco
Repositorio:Addi. Archivo Digital para la Docencia y la Investigación
OAI Identifier:oai:addi.ehu.eus:10810/53528
Acceso en línea:http://hdl.handle.net/10810/53528
Access Level:acceso abierto
Palabra clave:galectins
molecular recognition
NMR
polylactosamine
selective C-13-labels
N-acetyllactosamine
ligand-binding
regulators
recognition
affinity
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spelling Selective C-13-Labels on Repeating Glycan Oligomers to Reveal Protein Binding Epitopes through NMR: Polylactosamine Binding to GalectinsMoure, María J.Gimeno, AnaDelgado, SandraDiercks, TammoBoons, Geert-JanJiménez Barbero, JesúsArdá, Anagalectinsmolecular recognitionNMRpolylactosamineselective C-13-labelsN-acetyllactosamineligand-bindingregulatorsrecognitionaffinityA combined chemo-enzymatic synthesis/NMR-based methodology is presented to identify, in unambiguous manner, the distinctive binding epitope within repeating sugar oligomers when binding to protein receptors. The concept is based on the incorporation of C-13-labels at specific monosaccharide units, selected within a repeating glycan oligomeric structure. No new chemical tags are added, and thus the chemical entity remains the same, while the presence of the C-13-labeled monosaccharide breaks the NMR chemical shift degeneracy that occurs in the non-labeled compound and allows the unique identification of the different components of the oligomer. The approach is demonstrated by a proof-of-concept study dealing with the interaction of a polylactosamine hexasaccharide with five different galectins that display distinct preferences for these entities.This research was funded by European Research Council for financial support (ERC-2017-AdG, project number 788143-RECGLYCANMR). We also thank Agencia Estatal de Investigacion (Spain) for project RTI2018-094751-B-C21 and the Severo Ochoa Excellence Accreditation (SEV-2016-0644)WileyEuropean Commission202120212021info:eu-repo/semantics/articleapplication/pdfhttp://hdl.handle.net/10810/53528reponame:Addi. Archivo Digital para la Docencia y la Investigacióninstname:Universidad del País VascoInglésinfo:eu-repo/grantAgreement/EC/H2020/788143info:eu-repo/grantAgreement/MICINN/RTI2018-094751-B-C21/info:eu-repo/grantAgreement/MICINN/SEV-2016-0644/https://onlinelibrary-wiley-com.ehu.idm.oclc.org/doi/10.1002/anie.202106056info:eu-repo/semantics/openAccesshttp://creativecommons.org/licenses/by-nc/3.0/es/This is an open access article under the terms of the Creative Commons Attribution Non Commercial License (CC BY-NC 4.0)Atribución-NoComercial 3.0 Españaoai:addi.ehu.eus:10810/535282026-06-18T09:23:17Z
dc.title.none.fl_str_mv Selective C-13-Labels on Repeating Glycan Oligomers to Reveal Protein Binding Epitopes through NMR: Polylactosamine Binding to Galectins
title Selective C-13-Labels on Repeating Glycan Oligomers to Reveal Protein Binding Epitopes through NMR: Polylactosamine Binding to Galectins
spellingShingle Selective C-13-Labels on Repeating Glycan Oligomers to Reveal Protein Binding Epitopes through NMR: Polylactosamine Binding to Galectins
Moure, María J.
galectins
molecular recognition
NMR
polylactosamine
selective C-13-labels
N-acetyllactosamine
ligand-binding
regulators
recognition
affinity
title_short Selective C-13-Labels on Repeating Glycan Oligomers to Reveal Protein Binding Epitopes through NMR: Polylactosamine Binding to Galectins
title_full Selective C-13-Labels on Repeating Glycan Oligomers to Reveal Protein Binding Epitopes through NMR: Polylactosamine Binding to Galectins
title_fullStr Selective C-13-Labels on Repeating Glycan Oligomers to Reveal Protein Binding Epitopes through NMR: Polylactosamine Binding to Galectins
title_full_unstemmed Selective C-13-Labels on Repeating Glycan Oligomers to Reveal Protein Binding Epitopes through NMR: Polylactosamine Binding to Galectins
title_sort Selective C-13-Labels on Repeating Glycan Oligomers to Reveal Protein Binding Epitopes through NMR: Polylactosamine Binding to Galectins
dc.creator.none.fl_str_mv Moure, María J.
Gimeno, Ana
Delgado, Sandra
Diercks, Tammo
Boons, Geert-Jan
Jiménez Barbero, Jesús
Ardá, Ana
author Moure, María J.
author_facet Moure, María J.
Gimeno, Ana
Delgado, Sandra
Diercks, Tammo
Boons, Geert-Jan
Jiménez Barbero, Jesús
Ardá, Ana
author_role author
author2 Gimeno, Ana
Delgado, Sandra
Diercks, Tammo
Boons, Geert-Jan
Jiménez Barbero, Jesús
Ardá, Ana
author2_role author
author
author
author
author
author
dc.contributor.none.fl_str_mv European Commission
dc.subject.none.fl_str_mv galectins
molecular recognition
NMR
polylactosamine
selective C-13-labels
N-acetyllactosamine
ligand-binding
regulators
recognition
affinity
topic galectins
molecular recognition
NMR
polylactosamine
selective C-13-labels
N-acetyllactosamine
ligand-binding
regulators
recognition
affinity
description A combined chemo-enzymatic synthesis/NMR-based methodology is presented to identify, in unambiguous manner, the distinctive binding epitope within repeating sugar oligomers when binding to protein receptors. The concept is based on the incorporation of C-13-labels at specific monosaccharide units, selected within a repeating glycan oligomeric structure. No new chemical tags are added, and thus the chemical entity remains the same, while the presence of the C-13-labeled monosaccharide breaks the NMR chemical shift degeneracy that occurs in the non-labeled compound and allows the unique identification of the different components of the oligomer. The approach is demonstrated by a proof-of-concept study dealing with the interaction of a polylactosamine hexasaccharide with five different galectins that display distinct preferences for these entities.
publishDate 2021
dc.date.none.fl_str_mv 2021
2021
2021
dc.type.none.fl_str_mv info:eu-repo/semantics/article
format article
dc.identifier.none.fl_str_mv http://hdl.handle.net/10810/53528
url http://hdl.handle.net/10810/53528
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv info:eu-repo/grantAgreement/EC/H2020/788143
info:eu-repo/grantAgreement/MICINN/RTI2018-094751-B-C21/
info:eu-repo/grantAgreement/MICINN/SEV-2016-0644/
https://onlinelibrary-wiley-com.ehu.idm.oclc.org/doi/10.1002/anie.202106056
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
http://creativecommons.org/licenses/by-nc/3.0/es/
Atribución-NoComercial 3.0 España
eu_rights_str_mv openAccess
rights_invalid_str_mv http://creativecommons.org/licenses/by-nc/3.0/es/
Atribución-NoComercial 3.0 España
dc.format.none.fl_str_mv application/pdf
dc.publisher.none.fl_str_mv Wiley
publisher.none.fl_str_mv Wiley
dc.source.none.fl_str_mv reponame:Addi. Archivo Digital para la Docencia y la Investigación
instname:Universidad del País Vasco
instname_str Universidad del País Vasco
reponame_str Addi. Archivo Digital para la Docencia y la Investigación
collection Addi. Archivo Digital para la Docencia y la Investigación
repository.name.fl_str_mv
repository.mail.fl_str_mv
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score 15,301603

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