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

Autor: Jeong E. Nam Shin, Shinsook Yoon, Keun Ho Chun, Youngsook Shin
Rok vydání: 2004
Předmět:
Zdroj: Bulletin of the Korean Chemical Society. 25:289-292
ISSN: 0253-2964
DOI: 10.5012/bkcs.2004.25.2.289
Popis: A trisaccharide, GlcNAcp-β-(1→3)-Galp-a-(1→2)-6-deoxy-altroHepp-α-(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 α-galactosidic trisaccharide with high stereoselectivities. Subsequent deacetalation, dephthaloylation, N-acetylation, and hydrogenolytic debenzylation furnished the title compound.
Databáze: OpenAIRE