Synthesis of 2 '-azidoethyl trisaccharide, alpha-D-Gal-(1 -> 2)-6d-alpha-D-altro-Hepp-(1 -> 3)-beta-D-GlcNAc, an O-antigenic repeating unit of C-jejuni O : 23 and O : 36

초록

A trisaccharide, the O-antigenic repeating unit of C. jejuni serotype O:23 and O:36, was synthesized as a 2'-azidoethyl glycoside by block addition of perbenzylated thiogalactoside donors to alpha-altroHepp-(1-->3)-GlcNPhth disaccharide acceptor in presence of IDCP promoter. The alpha-linked altroheptopyranoside moiety in the glycosyl acceptor was effectively prepared by Swern oxidation of alpha-mannohepp-(1-->3)-GlcNPhth disaccharide followed by mild reduction with NaCNBH3.

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