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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

Authors
Yun, MYoon, SShin, YChun, KHShin, JEN
Issue Date
Feb-2004
Publisher
PHARMACEUTICAL SOCIETY KOREA
Keywords
Campylobacter jejuni; O-antigenic repeating unit; alpha-altroHepp-(1 -> 3)-GlcNPhth disaccharide acceptor; 2 ' -azidoethyl trisaccharide
Citation
ARCHIVES OF PHARMACAL RESEARCH, v.27, no.2, pp.143 - 150
Journal Title
ARCHIVES OF PHARMACAL RESEARCH
Volume
27
Number
2
Start Page
143
End Page
150
URI
http://scholarworks.bwise.kr/ssu/handle/2018.sw.ssu/20038
DOI
10.1007/BF02980097
ISSN
0253-6269
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-->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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