Fusobacterium nucleatum, a colorectal-cancer-associated oncomicrobe, can trigger or accelerate numerous pathologies. We report the first synthesis of a conjugation-ready disaccharide containing six amino groups from F. nucleatum ATCC 23726 O-antigen. Rare 2,3-diamido-d-glucuronic acid amide and 2-acetamido-4-amino-d-fucose were synthesized from d-glucosamine through configuration inversion, nucleophilic substitution, C6 oxidation, and C6 deoxygenation. A judicious choice of protecting groups and reaction conditions enabled the selective installation of N-acetyl, N-propanoyl, N-formyl, and carboxamido groups.

中文翻译：

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从具核梭杆菌 ATCC 23726 O 抗原中化学合成密集功能化氨基二糖

具核梭杆菌是一种与结直肠癌相关的致癌微生物，可以引发或加速多种病变。我们报告了首次从具核梭菌ATCC 23726 O 抗原中合成了含有六个氨基的可缀合二糖。以d-葡萄糖胺为原料，通过构型反转、亲核取代、C6氧化、C6脱氧合成稀有的2,3-二酰胺基-d-葡萄糖醛酸酰胺和2-乙酰氨基-4-氨基-d-岩藻糖。保护基团和反应条件的明智选择使得能够选择性安装N-乙酰基、N-丙酰基、N-甲酰基和甲酰胺基。