We report the first total synthesis of conjugation-ready trisaccharide repeating units from Acinetobacter baumannii clinical isolates MG1 and strain 24, both featuring the same trisaccharide framework. A key synthetic challenge addressed here is the stereoselective installation of a 1,2-cis glycosidic linkage with a poorly nucleophilic axially oriented C4-OH of the d-GalNAcA acceptor, which was efficiently achieved by conformational switching of the pyranose ring from 4C1 to 1C4 leading to enhanced reactivity.
Shelke et al. (Mon,) studied this question.
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