Towards the semi-synthesis of phosphorylated mimics of glycosaminoglycans: Screening of methods for the regioselective phosphorylation of chondroitin.
Biomimetic reaction
Chondroitin
Glycosaminoglycans
NMR spectroscopy
Phosphorylation
Sulfated GAG mimics
Journal
Carbohydrate polymers
ISSN: 1879-1344
Titre abrégé: Carbohydr Polym
Pays: England
ID NLM: 8307156
Informations de publication
Date de publication:
15 Jan 2024
15 Jan 2024
Historique:
received:
19
05
2023
revised:
03
10
2023
accepted:
18
10
2023
medline:
22
11
2023
pubmed:
21
11
2023
entrez:
20
11
2023
Statut:
ppublish
Résumé
Glycosaminoglycan (GAG) mimics carrying phosphate rather than sulfate anionic groups have been poorly investigated, in spite of their interesting perspectives. While some GAG-mimicking phosphorylated polymers have been reported, to the best of our knowledge no phosphorylated polysaccharides having the same backbone of natural sulfated GAGs have been accessed yet. To fill this gap, in this work two standard phosphorylation protocols and two recently reported procedures have been screened on a set of polysaccharide species composed by microbial sourced chondroitin and three partially protected, semi-synthetic derivatives thereof. A detailed structural characterization by
Identifiants
pubmed: 37985053
pii: S0144-8617(23)00982-7
doi: 10.1016/j.carbpol.2023.121517
pii:
doi:
Substances chimiques
Glycosaminoglycans
0
Chondroitin
9007-27-6
Polysaccharides
0
Phosphates
0
Chondroitin Sulfates
9007-28-7
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
121517Informations de copyright
Copyright © 2023 The Authors. Published by Elsevier Ltd.. All rights reserved.
Déclaration de conflit d'intérêts
Declaration of competing interest The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper.