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Synthesis of the sialic acid-containing tetrasaccharide repeating unit corresponding to the cell wall O-antigen of Escherichia coli O131 strain.
- Source :
-
Carbohydrate research [Carbohydr Res] 2022 Nov; Vol. 521, pp. 108668. Date of Electronic Publication: 2022 Sep 05. - Publication Year :
- 2022
-
Abstract
- A concise synthetic strategy have been developed for the synthesis of the sialic acid-containing tetrasaccharide repeating unit of the cell wall O-antigen of Escherichia coli (E. coli) O131 strain using regio- and stereoselective (2 → 6)-α-glycosylations of judiciously protected sialic acid thioglycoside derivatives. Perchloric acid supported over silica (HClO <subscript>4</subscript> -SiO <subscript>2</subscript> ) in combination with N-iodosuccinimide (NIS) has been used in the stereoselective activation of thioglycoside derivatives as well as used as a solid acid for the functional group modifications. Appropriate stereoselectivity was achieved in the glycosylation steps involved in the synthetic strategy.<br />Competing Interests: 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.<br /> (Copyright © 2022 Elsevier Ltd. All rights reserved.)
Details
- Language :
- English
- ISSN :
- 1873-426X
- Volume :
- 521
- Database :
- MEDLINE
- Journal :
- Carbohydrate research
- Publication Type :
- Academic Journal
- Accession number :
- 36087527
- Full Text :
- https://doi.org/10.1016/j.carres.2022.108668