Azide-Functionalized Naphthoxyloside as a Tool for Glycosaminoglycan Investigations

[Image: see text] We present a xylosylated naphthoxyloside carrying a terminal azide functionality that can be used for conjugation using click chemistry. We show that this naphthoxyloside serves as a substrate for β4GalT7 and induces the formation of soluble glycosaminoglycan (GAG) chains with phys...

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Autores principales: Willén, Daniel, Mastio, Roberto, Söderlund, Zackarias, Manner, Sophie, Westergren-Thorsson, Gunilla, Tykesson, Emil, Ellervik, Ulf
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2021
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8678990/
https://www.ncbi.nlm.nih.gov/pubmed/34784477
http://dx.doi.org/10.1021/acs.bioconjchem.1c00473
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author Willén, Daniel
Mastio, Roberto
Söderlund, Zackarias
Manner, Sophie
Westergren-Thorsson, Gunilla
Tykesson, Emil
Ellervik, Ulf
author_facet Willén, Daniel
Mastio, Roberto
Söderlund, Zackarias
Manner, Sophie
Westergren-Thorsson, Gunilla
Tykesson, Emil
Ellervik, Ulf
author_sort Willén, Daniel
collection PubMed
description [Image: see text] We present a xylosylated naphthoxyloside carrying a terminal azide functionality that can be used for conjugation using click chemistry. We show that this naphthoxyloside serves as a substrate for β4GalT7 and induces the formation of soluble glycosaminoglycan (GAG) chains with physiologically relevant lengths and sulfation patterns. Finally, we demonstrate its usefulness by conjugation to the Alexa Fluor 647 and TAMRA fluorophores and coupling to a surface plasmon resonance chip for interaction studies with the hepatocyte growth factor known to interact with the GAG heparan sulfate.
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spelling pubmed-86789902021-12-20 Azide-Functionalized Naphthoxyloside as a Tool for Glycosaminoglycan Investigations Willén, Daniel Mastio, Roberto Söderlund, Zackarias Manner, Sophie Westergren-Thorsson, Gunilla Tykesson, Emil Ellervik, Ulf Bioconjug Chem [Image: see text] We present a xylosylated naphthoxyloside carrying a terminal azide functionality that can be used for conjugation using click chemistry. We show that this naphthoxyloside serves as a substrate for β4GalT7 and induces the formation of soluble glycosaminoglycan (GAG) chains with physiologically relevant lengths and sulfation patterns. Finally, we demonstrate its usefulness by conjugation to the Alexa Fluor 647 and TAMRA fluorophores and coupling to a surface plasmon resonance chip for interaction studies with the hepatocyte growth factor known to interact with the GAG heparan sulfate. American Chemical Society 2021-11-16 2021-12-15 /pmc/articles/PMC8678990/ /pubmed/34784477 http://dx.doi.org/10.1021/acs.bioconjchem.1c00473 Text en © 2021 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by/4.0/Permits the broadest form of re-use including for commercial purposes, provided that author attribution and integrity are maintained (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Willén, Daniel
Mastio, Roberto
Söderlund, Zackarias
Manner, Sophie
Westergren-Thorsson, Gunilla
Tykesson, Emil
Ellervik, Ulf
Azide-Functionalized Naphthoxyloside as a Tool for Glycosaminoglycan Investigations
title Azide-Functionalized Naphthoxyloside as a Tool for Glycosaminoglycan Investigations
title_full Azide-Functionalized Naphthoxyloside as a Tool for Glycosaminoglycan Investigations
title_fullStr Azide-Functionalized Naphthoxyloside as a Tool for Glycosaminoglycan Investigations
title_full_unstemmed Azide-Functionalized Naphthoxyloside as a Tool for Glycosaminoglycan Investigations
title_short Azide-Functionalized Naphthoxyloside as a Tool for Glycosaminoglycan Investigations
title_sort azide-functionalized naphthoxyloside as a tool for glycosaminoglycan investigations
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8678990/
https://www.ncbi.nlm.nih.gov/pubmed/34784477
http://dx.doi.org/10.1021/acs.bioconjchem.1c00473
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