炭疽芽孢杆菌外孢子主要糖蛋白抗原性四糖侧链的合成。
Synthesis of the antigenic tetrasaccharide side chain from the major glycoprotein of Bacillus anthracis exosporium.
作者信息
Crich David, Vinogradova Olga
机构信息
Department of Chemistry, University of Illinois at Chicago, 845 West Taylor Street, Chicago, Illinois 60607-7061, USA.
出版信息
J Org Chem. 2007 Aug 17;72(17):6513-20. doi: 10.1021/jo070750s. Epub 2007 Jul 28.
Abstract
A synthesis of the pentenyl glycoside of the tetrasaccharide side chain from the major glycoprotein of Bacillus anthracis by a [3 + 1] approach is described. The construction of the 1,2-trans-glycosidic linkage in the terminal anthrose moiety was achieved through the application of known alpha-nitrilium ion-mediated beta-selective glycosylation methodology. An iterative glycosylation strategy was used for the assembly of the trirhamnan building block. A new route to the anthrose saccharide was developed from D-galactose.
摘要
描述了通过[3 + 1]方法从炭疽芽孢杆菌主要糖蛋白合成四糖侧链的戊烯基糖苷。通过应用已知的α-腈鎓离子介导的β-选择性糖基化方法，在末端蒽糖部分构建了1,2-反式糖苷键。采用迭代糖基化策略组装三鼠李糖结构单元。从D-半乳糖开发了一条合成蒽糖的新路线。
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