Synthesis of GlcNAcp- β-(1→3)-Galp- α-(1→2)-6-deoxy-altroHepp- α-(1→O-propyl, an O-Antigenic Repeating Unit from C. jejuni O:23 and O:36
A trisaccharide, GlcNAcp- ${\beta}-(1{\to}3)-Galp-{\alpha}-(1{\to}2)$-6-deoxy-altroHepp- ${\alpha}-(1{\to}O$-propyl, as an O-antigenic repeating unit of C. jejuni serotype O:23 and O:36 was synthesized. Coupling of the GlcNPhth-(1${\to}$3)-Gal disaccharide donor with allyl 6-deoxy-altroHep acceptor...
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Veröffentlicht in: | Bulletin of the Korean Chemical Society 2004, Vol.25 (2), p.289-292 |
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Hauptverfasser: | , , , |
Format: | Artikel |
Sprache: | kor |
Online-Zugang: | Volltext |
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Zusammenfassung: | A trisaccharide, GlcNAcp- ${\beta}-(1{\to}3)-Galp-{\alpha}-(1{\to}2)$-6-deoxy-altroHepp- ${\alpha}-(1{\to}O$-propyl, as an O-antigenic repeating unit of C. jejuni serotype O:23 and O:36 was synthesized. Coupling of the GlcNPhth-(1${\to}$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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ISSN: | 0253-2964 1229-5949 |