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Chemical synthesis of the pentasaccharide repeating unit of the O-antigen from Escherichia coli strain SDLZB008 in the form of its 2-aminoethyl glycoside.
Chemical synthesis of the pentasaccharide repeating unit of the O-antigen from E. coli strain SDLZB008 is accomplished through a linear strategy using rationally protected monosaccharide derivatives ensuring desired stereochemical outcome up on glycosylations. 2-Aminoethyl glycoside is incorporated at the reducing end of the target pentasaccharide. The terminal free amine may be used for further conjugation with suitable aglycon without hampering the reducing end stereochemistry. The rare D-Fucp3NAc moiety is incorporated through the corresponding 3-azido derivative derived from a known 3-azido quinovose derivative.
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