Synthesis of theVibrio CholeraeO1 Ogawa and Inaba Terminal Disaccharides With Dioxolane-Type Spacers and their Coupling to Proteins1
作者:
Alina Ariosa-Alvarez,
Adriana Arencibia-Mohar,
Odalys Madrazo-Alonso,
Luis Garcia-Imia,
Gustavo Sierra-Gonzalez,
Vicente Verez-Bencomo,
期刊:
Journal of Carbohydrate Chemistry
(Taylor Available online 1998)
卷期:
Volume 17,
issue 9
页码: 1307-1320
ISSN:0732-8303
年代: 1998
DOI:10.1080/07328309808002355
出版商: Taylor & Francis Group
数据来源: Taylor
摘要:
The disaccharide, which corresponds to the terminal fragment of theVibrio choleraeO1 LPS, was prepared starting from the corresponding trichloroacetimidate derivative of the monosaccharide in the presence of trimethylsilyl triflate. After selective reduction of the azido group, the reaction with 2,4-di-O-acetyl-3-deoxy-L-glycero- tetronic acid in the presence of EEDQ afforded the corresponding amides. The cleavage of dioxolane protecting group followed by careful deacetylation and coupling with Bovine Serum Albumin or Meningococcal Outer Membrane Protein in the presence of sodium cyanoborohydride gave the corresponding neoglycoconjugates.
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