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Fluorescently labeled xylosides offer insight into the biosynthetic pathways of glycosaminoglycans

Five novel xylosides tagged with the fluorescent probe Pacific Blue™ were synthesized and found to act as substrates for β4GalT7, a bottleneck enzyme in the biosynthetic pathways leading to glycosaminoglycans. By confocal microscopy of A549 cells, we showed that the xylosides were taken up by the ce...

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Autores principales: Mastio, Roberto, Willén, Daniel, Söderlund, Zackarias, Westergren-Thorsson, Gunilla, Manner, Sophie, Tykesson, Emil, Ellervik, Ulf
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9044174/
https://www.ncbi.nlm.nih.gov/pubmed/35498069
http://dx.doi.org/10.1039/d1ra06320k
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author Mastio, Roberto
Willén, Daniel
Söderlund, Zackarias
Westergren-Thorsson, Gunilla
Manner, Sophie
Tykesson, Emil
Ellervik, Ulf
author_facet Mastio, Roberto
Willén, Daniel
Söderlund, Zackarias
Westergren-Thorsson, Gunilla
Manner, Sophie
Tykesson, Emil
Ellervik, Ulf
author_sort Mastio, Roberto
collection PubMed
description Five novel xylosides tagged with the fluorescent probe Pacific Blue™ were synthesized and found to act as substrates for β4GalT7, a bottleneck enzyme in the biosynthetic pathways leading to glycosaminoglycans. By confocal microscopy of A549 cells, we showed that the xylosides were taken up by the cells, but did not enter the Golgi apparatus where most of the glycosaminoglycan biosynthesis occurs. Instead, after a possible double galactosylation by β4GalT7 and β3GalT6, the biosynthesis was terminated. We hypothesize this is due to the charge of the fluorescent probe, which is required for fluorescent ability and stability under physiological conditions.
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spelling pubmed-90441742022-04-28 Fluorescently labeled xylosides offer insight into the biosynthetic pathways of glycosaminoglycans Mastio, Roberto Willén, Daniel Söderlund, Zackarias Westergren-Thorsson, Gunilla Manner, Sophie Tykesson, Emil Ellervik, Ulf RSC Adv Chemistry Five novel xylosides tagged with the fluorescent probe Pacific Blue™ were synthesized and found to act as substrates for β4GalT7, a bottleneck enzyme in the biosynthetic pathways leading to glycosaminoglycans. By confocal microscopy of A549 cells, we showed that the xylosides were taken up by the cells, but did not enter the Golgi apparatus where most of the glycosaminoglycan biosynthesis occurs. Instead, after a possible double galactosylation by β4GalT7 and β3GalT6, the biosynthesis was terminated. We hypothesize this is due to the charge of the fluorescent probe, which is required for fluorescent ability and stability under physiological conditions. The Royal Society of Chemistry 2021-11-29 /pmc/articles/PMC9044174/ /pubmed/35498069 http://dx.doi.org/10.1039/d1ra06320k Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by/3.0/
spellingShingle Chemistry
Mastio, Roberto
Willén, Daniel
Söderlund, Zackarias
Westergren-Thorsson, Gunilla
Manner, Sophie
Tykesson, Emil
Ellervik, Ulf
Fluorescently labeled xylosides offer insight into the biosynthetic pathways of glycosaminoglycans
title Fluorescently labeled xylosides offer insight into the biosynthetic pathways of glycosaminoglycans
title_full Fluorescently labeled xylosides offer insight into the biosynthetic pathways of glycosaminoglycans
title_fullStr Fluorescently labeled xylosides offer insight into the biosynthetic pathways of glycosaminoglycans
title_full_unstemmed Fluorescently labeled xylosides offer insight into the biosynthetic pathways of glycosaminoglycans
title_short Fluorescently labeled xylosides offer insight into the biosynthetic pathways of glycosaminoglycans
title_sort fluorescently labeled xylosides offer insight into the biosynthetic pathways of glycosaminoglycans
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9044174/
https://www.ncbi.nlm.nih.gov/pubmed/35498069
http://dx.doi.org/10.1039/d1ra06320k
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