Chemical synthesis of conjugation-ready tetrasaccharide repeating unit of Escherichia coli O50 O-antigen.

S. Yadav,Somnath Yadav

Published 2025 in Carbohydrate Research

ABSTRACT

Escherichia coli is a rod-shaped Gram-negative bacterium notorious for provoking diverse human infections. In this study, we report the first total synthesis of tetrasaccharide repeating unit of the cell wall of Gram-negative bacteria Escherichia coli O50 augmented with aminoethyl linker, employing both linear [1+1+1+1] and one-pot [1+1+2] approaches, and later one providing the better yield. As an aminoethyl linker, it can be further utilized for biological purposes; the challenging cis (1 → 4)-β-glycosidic linkage between l-rhamnose and d-glucosamine is addressed here with high stereo control.

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