4‐Amino‐4,6‐Dideoxyhexoses Isolated from Lipopolysaccharides of Escherichia coli

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Abstract
From the lipopolysaccharides of two Escherichia coli strains (serotypes O 7:K1:(L):H− and O10:K5 (L):H4) two unusual amino sugars were isolated.By sequential oxidation with periodate and hypoiodite, followed by identification of the reaction products, the aminosugars were characterized as 4‐amino‐4,6‐dideoxy‐d‐hexoses.The chromatographic properties of the amino sugars and their N‐acetyl derivatives were compared with those of authentic samples of free and N‐acetylated 4‐amino‐4,6‐dideoxy‐d‐glucose and 4‐amino‐4,6‐dideoxy‐d‐galactose. On the basis of the results obtained the unknown amino sugars were tentatively identified as 4‐amino‐4,6‐dideoxy‐d‐glucose (from the lipopoly‐saccharide of E. coli O7:K1:(L):H−) and 4‐amino‐4,6‐dideoxy‐d‐galactose (from the lipopolysaccharide of E. coli O10:K5(L):H4).This is the first time that 4‐amino‐4,6‐dideoxy‐d‐galactose is described as a constituent of a polysaccharide.

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