期刊
CARBOHYDRATE RESEARCH
卷 356, 期 -, 页码 115-131出版社
ELSEVIER SCI LTD
DOI: 10.1016/j.carres.2012.01.007
关键词
Bacillus anthracis; Anthrose; Exosporium glycoprotein; Oligosaccharide; Kuhn's methylation
资金
- Direction Generale de l'Armement
The synthesis of the anthrax tetrasaccharide, amenable for conjugation, has been envisaged by both [2+2] and [1+3] approaches from D-fucose and L-rhamnose. The successful route reported herein relies on a [1+3] strategy in which the 1,2-trans-glycosidic linkages have been secured using a participating group at the 2-position of the donors using conventional thio as well as trichloroacetimidate glycosylation chemistry. The exchange of the ester to benzyl protective groups on the rhamnosyl moiety was key to achieve the final assembly and functionalization of the tetrasaccharide. (C) 2012 Elsevier Ltd. All rights reserved.
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