Concise chemical synthesis of the pentasaccharide repeating unit of the O-antigen from Escherichia albertii O2.
Diarrhoea
E. albertii
O-antigen
Thioglycoside activation
Total synthesis
Journal
Carbohydrate research
ISSN: 1873-426X
Titre abrégé: Carbohydr Res
Pays: Netherlands
ID NLM: 0043535
Informations de publication
Date de publication:
01 Nov 2019
01 Nov 2019
Historique:
received:
16
08
2019
revised:
08
09
2019
accepted:
11
09
2019
pubmed:
19
9
2019
medline:
25
2
2020
entrez:
19
9
2019
Statut:
ppublish
Résumé
Total chemical synthesis of the pentasaccharide repeating unit of the O-antigen from Escherichia albertii O2 is accomplished by following a [3 + 2] strategy. The target pentasaccharide in the form of its 2-aminoethyl glycoside is particularly attractive as the free amine end can be coupled with suitable aglycon to make further glycoconjugate without affecting the anomeric stereochemistry. Phthalimido derivatives were used successfully as the precursor of the desired acetamido glucose moieties and ensured the 1,2-trans linkages.
Identifiants
pubmed: 31526928
pii: S0008-6215(19)30487-2
doi: 10.1016/j.carres.2019.107817
pii:
doi:
Substances chimiques
O Antigens
0
Oligosaccharides
0
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
107817Informations de copyright
Copyright © 2019 Elsevier Ltd. All rights reserved.