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)

Biologi
Medicinsk bioteknologi

Tillgång till dokument

10.1021/acs.bioconjchem.1c00473

Andra filer och länkar

Link to publication in Scopus

Manipulating the biosynthesis of glycosaminoglycans
Mastio, R., 2025 nov., Lund University, Faculty of Science, Department of Chemistry, Centre for Analysis and Synthesis. 84 s.
Forskningsoutput: Avhandling › Doktorsavhandling (sammanläggning)

Fil
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)

Öppen tillgång
Fil
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)

Fil

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

Citera det här

@article{a7483bad320b4084a6daed90f8b7646e,

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. ",

author = "Daniel Will{\'e}n and Roberto Mastio and Zackarias S{\"o}derlund and Sophie Manner and Gunilla Westergren-Thorsson and Emil Tykesson and Ulf Ellervik",

year = "2021",

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

language = "English",

volume = "32",

pages = "2507--2515",

journal = "Bioconjugate Chemistry",

issn = "1043-1802",

publisher = "The American Chemical Society (ACS)",

number = "12",

}

TY - JOUR

T1 - Azide-Functionalized Naphthoxyloside as a Tool for Glycosaminoglycan Investigations

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.

UR - https://www.scopus.com/pages/publications/85119925036

U2 - 10.1021/acs.bioconjchem.1c00473

DO - 10.1021/acs.bioconjchem.1c00473

M3 - Article

C2 - 34784477

AN - SCOPUS:85119925036

SN - 1043-1802

VL - 32

SP - 2507

EP - 2515

JO - Bioconjugate Chemistry

JF - Bioconjugate Chemistry

IS - 12

ER -

Azide-Functionalized Naphthoxyloside as a Tool for Glycosaminoglycan Investigations

Sammanfattning

Ämnesklassifikation (UKÄ)

Tillgång till dokument

Andra filer och länkar

Fingeravtryck

Forskningsoutput

Manipulating the biosynthesis of glycosaminoglycans

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