Back to Search Start Over

Synthesis of the sialic acid-containing tetrasaccharide repeating unit corresponding to the cell wall O-antigen of Escherichia coli O131 strain.

Authors :
Manna T
Misra AK
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