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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)
Publication Information
Archives of Pharmacal Research / v.27, no.2, 2004 , pp. 143-150 More about this Journal
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
Campylobacter jejuni; O-Antigenic repeating unit; $\alpha$-AltroHepp-(1$\rightarrow$3)-GlcNPhth disaccharide acceptor; 2 -Azidoethyl trisaccharide;
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