Kuznetsov Anton N, Gerbst Alexey G, Tsvetkov Yury E, Khodzhibekov Rasim R, Dalgatova Asiyat A, Burgasova Olga A, Kulakov Yury K, Krylov Vadim B, Nifantiev Nikolay E
Laboratory of Synthetic Glycovaccines, N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation.
Laboratory of Glycoconjugate Chemistry, N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation.
Commun Chem. 2025 Jun 4;8(1):172. doi: 10.1038/s42004-025-01570-7.
Cyclic β-(1→2)-D-glucan (CβG) is a unique carbohydrate derivative produced by pathogenic bacteria of the genus Brucella. Controversial opinions regarding the use of CβG in brucellosis diagnosis have been published. Herein we report the first synthesis of spacered oligo-β-(1→2)-D-glucosides related to the fragments of CβG and containing up to 5 glucose units. Although the desired di- and trisaccharides could be obtained using standard methods, the synthesis of tetra- and pentasaccharides required substantial effort. The obtained oligosaccharides exhibited complex dependencies of their NMR spectral data on the chain length, explained by a tendency to form helical structures. Despite high production of the CβG by Brucella, antibodies to β-(1→2)-D-glucosides detected in human sera are not related to the brucellosis. However, the antibodies to CβG were raised after immunization by BSA-conjugate of penta-β-(1→2)-D-glucoside and allowed detection of CβG, which opens a way towards the development of the new brucellosis diagnostic kit.
环状β-(1→2)-D-葡聚糖（CβG）是布鲁氏菌属病原菌产生的一种独特的碳水化合物衍生物。关于CβG在布鲁氏菌病诊断中的应用已发表了一些有争议的观点。在此，我们报道了与CβG片段相关且含有多达5个葡萄糖单元的间隔寡聚-β-(1→2)-D-葡萄糖苷的首次合成。虽然使用标准方法可以获得所需的二糖和三糖，但四糖和五糖的合成需要付出巨大努力。所获得的寡糖的核磁共振光谱数据对链长呈现出复杂的依赖性，这可以通过形成螺旋结构的趋势来解释。尽管布鲁氏菌大量产生CβG，但在人血清中检测到的针对β-(1→2)-D-葡萄糖苷的抗体与布鲁氏菌病无关。然而，通过五-β-(1→2)-D-葡萄糖苷的牛血清白蛋白缀合物免疫后产生了针对CβG的抗体，从而能够检测CβG，这为开发新型布鲁氏菌病诊断试剂盒开辟了道路。
