期刊
CHEMISTRY-A EUROPEAN JOURNAL
卷 21, 期 3, 页码 1029-1035出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201404770
关键词
glycoconjugates; carbohydrates; imaging agents; protecting groups; glycosylation
资金
- RSF [14-23-00199]
3-Aminopropyl -(13)-pentaglucoside, a fragment of -(13)-glucan of the cell wall of Aspergillus fumigatus, has been synthesized in a blockwise approach. The application of mono- and disaccharide N-phenyltrifluoroacetimidates bearing a stereodirecting 6-O-benzoyl group was essential for stereoselective -glucosylations. In the products, p-methoxyphenyl and levulinoyl groups served as orthogonal protecting groups for the anomeric position and 3-OH group, respectively. Their removal from shared blocks led to donors and acceptors that were used for the synthesis of pentasaccharides. Coupling of free -(13)-pentaglucoside with biotin and bovine serum albumin (BSA) gave glycoconjugate tools for mycological studies. Immunization of mice with the BSA conjugate induced the generation of antibodies that recognize -(13)-glucan on A. fumigatus cell wall and distinguish its morphotypes. This discovery represents a first step to the development of a diagnostic test system and a vaccine to detect and fight this life-threatening pathogen.
作者
我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。
推荐
暂无数据