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从头合成含 D-和 L-岩藻糖的二糖。

De novo synthesis of D- and L-fucosamine containing disaccharides.

机构信息

Department of Biomolecular Systems, Max Planck Institute of Colloids and Interfaces, Am Mühlenberg 1, 14476 Potsdam, Germany.

出版信息

Beilstein J Org Chem. 2013;9:332-41. doi: 10.3762/bjoc.9.38. Epub 2013 Feb 14.

Abstract

The availability of rare monosaccharides that cannot be isolated from natural sources is currently limiting the access to the synthesis and the biological evaluation of complex bacterial cell-surface glycans. Here, we report the synthesis of D- and L-fucosamine building blocks by a de novo approach from L- and D-Garner aldehydes. These differentially protected monosaccharide building blocks were utilized to prepare disaccharides present on the surface of Pseudomonas aeruginosa bacteria.

摘要

目前,无法从天然来源中分离出的稀有单糖的可用性,限制了复杂细菌表面聚糖的合成和生物评估。在此,我们通过从头合成的方法,从 L-和 D-甘油醛出发,分别合成了 D-和 L-岩藻糖砌块。这些经过不同保护的单糖砌块,可用于制备铜绿假单胞菌表面存在的二糖。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/18ff/3596053/71cc2d2e77d6/Beilstein_J_Org_Chem-09-332-g002.jpg

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