Laboratoire des Glucides, UMR CNRS 6219, Institut de Chimie de Picardie, Université de Picardie Jules Verne, 33 rue Saint Leu, 80039 Amiens Cedex, France.
J Org Chem. 2011 Aug 5;76(15):5985-98. doi: 10.1021/jo200340q. Epub 2011 Jul 13.
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.
炭疽糖苷是炭疽芽胞杆菌芽胞外被糖蛋白四糖侧链的上游末端单元，也是重要抗原决定簇的一部分。本文描述了一种新型的含有炭疽糖苷的抗原和前体进入途径。该合成路线以 D(+)-岩藻糖为起始原料，利用含有环状亚硫酸酯或硫酸盐官能团的中间体，这些官能团依次作为保护基和离去基团。
