Structure of the O-specific polysaccharides of Pseudomonas chlororaphis subsp. chlororaphis UCM B-106

Recent progress on the chemical synthesis of bacterial non-2-ulosonic acids

“…This glycosylation was applied in the synthesis of trisaccharide 69 derived from Pseudomonas chlororaphis UCM B-106. 32 These methodologies provide the tools for the assembly of the more complicated glycans.…”

A Solution to Chemical Pseudaminylation via Development of a Bimodal Glycosyl Donor to Enable Highly Stereocontrolled α- and β-Glycosylation

“…[2] Belonging to the nonulosonic acid carbohydrate family, Pse is structurally related to its well-known congener, sialic acid. Anomerically, Pse exists with both α [3][4][5][6][7] and β [8][9][10][11][12][13] configuration in native glycoconjugates with variable substitution patterns at N5 and N7. As illustrated in Fig.…”

“…The 4-O acetyl group of 26b was selectively removed under mildly basic conditions to give 30, and the released hydroxyl group was glycosylated with galactose donor 31 in a β-selective manner to give trisaccharide 32 in moderate yield (67%). The 5N-azide group was readily reduced orthogonally by nickel boride and the resulting amine was acetylated to give 33, which comprises the same skeleton as the repeating unit of LPS O-antigen from Pseudomonas chlororaphis UCM B-106 [9]. Synthetic application of Pse β-glycoside containing disaccharide.…”