Synthesis of 2 -Azidoethyl Trisaccharide,$\alpha-D-Gal-(1\righarrow2)-6d-\alpha-D- Altro-Hepp-(1\rightarrow3)-\beta$-D-GlcNAc, an O-Antigenic Repeating Unit of C.jejuni O:23 and O:36

  • Yun, Mi-Kyung (Department of Chemistry, Soongsil University) ;
  • Yoon, Shin-Sook (College of General Education, Kang-nam University) ;
  • Shin, Young-Sook (Department of Chemistry, Soongsil University) ;
  • Chun, Keun-Ho (Department of Chemistry, Soongsil University) ;
  • Namshin, Jeong. E (Department of Chemistry, Soongsil University)
  • Published : 2004.02.01

Abstract

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$\rightarrow$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$\rightarrow$3)-GlcNPhth disaccharide followed by mild reduction with1 $NaCNBH_3$.

Keywords

References

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