Azide-Functionalized Naphthoxyloside as a Tool for Glycosaminoglycan Investigations

Daniel Willén; Roberto Mastio; Zackarias Söderlund; Sophie Manner; Gunilla Westergren-Thorsson; Emil Tykesson; Ulf Ellervik

doi:10.1021/acs.bioconjchem.1c00473

Azide-Functionalized Naphthoxyloside as a Tool for Glycosaminoglycan Investigations

Daniel Willén, Roberto Mastio, Zackarias Söderlund, Sophie Manner, Gunilla Westergren-Thorsson, Emil Tykesson, Ulf Ellervik

Forskningsoutput: Tidskriftsbidrag › Artikel i vetenskaplig tidskrift › Peer review

Sammanfattning

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.

Originalspråk	engelska
Sidor (från-till)	2507-2515
Tidskrift	Bioconjugate Chemistry
Volym	32
Nummer	12
Tidigt onlinedatum	2021
DOI	https://doi.org/10.1021/acs.bioconjchem.1c00473
Status	Published - 2021

Ämnesklassifikation (UKÄ)

Biokemi och molekylärbiologi
Medicinsk bioteknologi (med inriktning mot cellbiologi (inklusive stamcellsbiologi), molekylärbiologi, mikrobiologi, biokemi eller biofarmaci)

Tillgång till dokument

10.1021/acs.bioconjchem.1c00473

2 Doktorsavhandling (sammanläggning)

Engineering the extracellular matrix to model diseases and orchestrate regeneration
Söderlund, Z., 2023, Lund: Lund University, Faculty of Medicine. 66 s.
Forskningsoutput: Avhandling › Doktorsavhandling (sammanläggning)

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Tools for understanding the glycosaminoglycan biosynthesis
Willén, D., 2021, Lund: Lund University, Faculty of Science, Department of Chemistry, Centre for Analysis and Synthesis. 204 s.
Forskningsoutput: Avhandling › Doktorsavhandling (sammanläggning)

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1 Aktiva

DSepi1: Small molecules that interfere with the biosynthesis of dermatan sulfate for exploration of cell surface carbohydrates and use as cancer therapy
Ellervik, U. (Forskare), Tykesson, E. (Forskare), Malmström, A. (Forskare) & Mastio, R. (Forskarstuderande)
2014/01/01 → …
Projekt: Forskning

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title = "Azide-Functionalized Naphthoxyloside as a Tool for Glycosaminoglycan Investigations",

abstract = "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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doi = "10.1021/acs.bioconjchem.1c00473",

language = "English",

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AU - Willén, Daniel

AU - Mastio, Roberto

AU - Söderlund, Zackarias

AU - Manner, Sophie

AU - Westergren-Thorsson, Gunilla

AU - Tykesson, Emil

AU - Ellervik, Ulf

PY - 2021

Y1 - 2021

N2 - 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.

AB - 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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DO - 10.1021/acs.bioconjchem.1c00473

M3 - Article

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AN - SCOPUS:85119925036

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JO - Bioconjugate Chemistry

JF - Bioconjugate Chemistry

IS - 12

ER -

Azide-Functionalized Naphthoxyloside as a Tool for Glycosaminoglycan Investigations

Sammanfattning

Ämnesklassifikation (UKÄ)

Tillgång till dokument

Fingeravtryck

Forskningsoutput

Engineering the extracellular matrix to model diseases and orchestrate regeneration

Tools for understanding the glycosaminoglycan biosynthesis

Projekt

DSepi1: Small molecules that interfere with the biosynthesis of dermatan sulfate for exploration of cell surface carbohydrates and use as cancer therapy

Citera det här