E. coli Antigen Built Step by Step

E. coli Antigen Built Step by Step

Author: Asian Journal of Organic Chemistry

Chemical synthesis of oligosaccharides with multiple 1,2-cis α-glycosidic bonds is challenging.
K.-K. Tony Mong and co-workers, National Chiao Tung University, Hsinchu, Taiwan, have applied a formamide-modulated glycosylation method to the synthesis of a pentasaccharide repeating unit of the O-antigen of Escherichia coli O86. Such O-antigens have been used in the past for developing vaccines. The pentasaccharide target contains three 1,2-cis α-glycosidic bonds arising from D-galactosyl, 2-acetamido-2-deoxy-D-galactosyl, and L-fucosyl residues.

Through the use of a N-formylmorpholine (NFM)-modulated glycosylation method, 1,2-cis α-glycosidic bonds from D-thiogalactosyl and 2-azido-2-deoxy-D-galactosyl donors were constructed in high selectivity without the need for specialized auxiliary functional groups. A reduction in the number of the synthetic steps was accomplished by the formamide-modulated one-pot glycosylation strategy.


Comments

  1. tie simanjuntak

    we don’t have any analyzer here to estimate the concentrations of formamide_modulated form that had been developed during the process. could you explain it more? regards Tiurma PT Simanjuntak, MSi 081370213203

    Reply

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