Synthesis of 2-deoxy-4-O-alpha- and -beta-D-mannopyranosyl-L-erythro-pentonic acids
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Updated: Oct 15, 2026

Chemo-enzymatic Synthesis of N-glycans for Array Development and HIV Antibody Profiling
Published on: February 5, 2018
1Equipe Endotoxines du Centre National de la Recherche Scientifique (U.R.A. 1116), Université de Paris-Sud, Châtenay-Malabry, France.
Abstract:
The title compounds, required for the identification of structural features of the Bordetella pertussis endotoxin, have been synthesised by condensation of benzyl 3-O-benzyl-2-deoxy-beta-L-erythro-pentopyranoside with 2,3,4,6-tetra-O-benzoyl-alpha-D-mannopyranosyl bromide and with 4,6-di-O-acetyl-2,3-O-carbonyl-alpha-D-mannopyranosyl bromide, respectively, thus affording the fully protected alpha- and beta-linked disaccharides 7 and 12. Hypoiodite oxidation of the reducing disaccharides 9 and 14, obtained by conventional deprotection of 7 and 12, yielded the title compounds.
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