Department of Chemistry, Johannes Gutenberg-University, Duesbergweg 10-14, 55128, Mainz, Germany.
Department of Experimental Pneumology, Ruhr-University Bochum, Universitätsstr. 150, 44801, Bochum, Germany.
Chemistry. 2021 Jan 13;27(3):928-933. doi: 10.1002/chem.202002287. Epub 2020 Oct 27.
Arabinogalactan, a microheterogeneous polysaccharide occurring in plants, is known for its allergy-protective activity, which could potentially be used for preventive allergy treatment. New treatment options are highly desirable, especially in a preventive manner, due to the constant rise of atopic diseases worldwide. The structural origin of the allergy-protective activity of arabinogalactan is, however, still unclear and isolation of the polysaccharide is not feasible for pharmaceutical applications due to a variation of the activity of the natural product and contaminations with endotoxins. Therefore, a pentasaccharide partial structure was selected for total synthesis and subsequently coupled to a carrier protein to form a neoglycoconjugate. The allergy-protective activity of arabinogalactan could be reproduced with the partial structure in subsequent in vivo experiments. This is the first example of a successful simplification of arabinogalactan with a single partial structure while retaining its allergy-preventive potential.
阿拉伯半乳聚糖是一种存在于植物中的微异质多糖，以其抗过敏活性而闻名，这种活性可能被用于预防性过敏治疗。由于全球特应性疾病的不断增加，人们非常需要新的治疗方法，特别是预防性的方法。然而，阿拉伯半乳聚糖抗过敏活性的结构起源尚不清楚，而且由于天然产物活性的变化以及内毒素的污染，该多糖的分离不适用于药物应用。因此，选择五糖的部分结构进行全合成，并随后与载体蛋白偶联形成糖基化缀合物。在随后的体内实验中，该部分结构可以再现阿拉伯半乳聚糖的抗过敏活性。这是首例成功简化阿拉伯半乳聚糖并保留其抗过敏潜力的单一结构部分的例子。
