Access to Antigens Related to Anthrose Using Pivotal Cyclic Sulfite/Sulfate Intermediates

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• 作者：Ophe虂lie Milhomme ; Ce虂dric John ; Florence Djedai虉ni-Pilard ; Cyrille Grandjean
• 刊名：Journal of Organic Chemistry
• 出版年：2011
• 出版时间：August 5, 2011
• 年：2011
• 卷：76
• 期：15
• 页码：5985-5998
• 全文大小：1129K
• 年卷期：v.76,no.15(August 5, 2011)
• ISSN：1520-6904

文摘

Anthrose is the upstream terminal unit of the tetrasaccharide side chain from a major glycoprotein of Bacillus anthracis exosporium and is part of important antigenic determinants. A novel entry to anthrose-containing antigens and precursors is described. The synthetic route, starting from d(+)-fucose, makes use of intermediates featuring a cyclic sulfite or sulfate function which serves successively as a protecting and a leaving group.