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与含有短Galf侧链的曲霉半乳甘露聚糖相关的支链杂寡糖的合成。

Synthesis of branched heterooligosaccharides related to Aspergillus galactomannan containing short Galf side chains.

作者信息

Rastrepaeva Darya A, Argunov Dmitry A, Puchkin Ilya A, Yashunsky Dmitry V, Krylov Vadim B, Nifantiev Nikolay E

机构信息

Laboratory of Synthetic Glycovaccines, N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Prospekt, 119991, Moscow, Russian Federation.

Laboratory of Glycoconjugate Chemistry, N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Prospekt, 119991, Moscow, Russian Federation.

出版信息

Carbohydr Res. 2025 Mar;549:109360. doi: 10.1016/j.carres.2024.109360. Epub 2024 Dec 19.

Abstract

The members of a widespread Aspergillus fungi genus cause various diseases including the invasive aspergillosis with high morbidity and mortality rates, especially for immunosuppressed patients. One of the main carbohydrate structures on the surface of their cell wall is the galactomannan (GM) which is used in diagnostic kits for the detection of specific types of aspergillosis. However, limited specificity of currently available test systems urges the need for their further improvement. Herein we report the first synthesis of branched heterosaccharides related to GM and containing α-(1→2)-/α-(1→6)-linked tetramannoside backbone chain bearing one galactofuranoside unit or its β-(1→5)-linked dimer. The preparation of conjugates of the obtained spacered oligosaccharides with BSA is also performed to produce tools for the assessment the specificity of anti-Aspergillus immune response and to select antibodies suitable for the development of novel diagnostic kits that may discriminate distinct types of aspergillosis.

摘要

广泛存在的曲霉属真菌的成员会引发多种疾病,包括具有高发病率和死亡率的侵袭性曲霉病,尤其是对免疫抑制患者而言。其细胞壁表面的主要碳水化合物结构之一是半乳甘露聚糖(GM),它被用于检测特定类型曲霉病的诊断试剂盒中。然而,目前可用检测系统的特异性有限,迫切需要对其进行进一步改进。在此,我们报告了与GM相关的支链杂聚糖的首次合成,这些杂聚糖含有带有一个半乳呋喃糖苷单元或其β-(1→5)-连接二聚体的α-(1→2)-/α-(1→6)-连接的四甘露糖苷主链。还进行了所得间隔寡糖与牛血清白蛋白(BSA)的缀合物的制备,以生产用于评估抗曲霉免疫反应特异性的工具,并选择适合开发可区分不同类型曲霉病的新型诊断试剂盒的抗体。

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