Synthesis of GlcNAcp-beta-(1 -> 3)-Galp-alpha-(1 -> 2)-6-deoxy-altroHepp-alpha-(1 -> O-propyl, an O-antigenic repeating unit from C-jejuni O : 23 and O : 36
- Authors
- Yoon, S; Shin, Y; Chun, KH; Shin, JEN
- Issue Date
- 20-Feb-2004
- Publisher
- KOREAN CHEMICAL SOC
- Keywords
- altroheptose; trisaccharide; Campylobacter jejuni; antigenic repeating unit
- Citation
- BULLETIN OF THE KOREAN CHEMICAL SOCIETY, v.25, no.2, pp.289 - 292
- Journal Title
- BULLETIN OF THE KOREAN CHEMICAL SOCIETY
- Volume
- 25
- Number
- 2
- Start Page
- 289
- End Page
- 292
- URI
- http://scholarworks.bwise.kr/ssu/handle/2018.sw.ssu/20025
- ISSN
- 0253-2964
- Abstract
- A trisaccharide, GlcNAcp-beta-(1-->3)-Galp-alpha-(1-->2)-6-deoxy-altroHepp-alpha-(1-->O-propyl, as an O-antigenic repeating unit of C. jejuni serotype 0:23 and 0:36 was synthesized. Coupling of the GlcNPhth-(1-->3)-Gal disaccharide donor with allyl 6-deoxy-altroHep acceptor in the presence of iodonium dicollidine Perchlorate (IDCP) promoter afforded the alpha-galactosidic trisaccharide with high stereoselectivities. Subsequent deacetalation, dephthaloylation, N-acetylation, and hydrogenolytic debenzylation furnished the title compound.
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