Department of Chemistry & Chemical Biology, Indian Institute of Technology (ISM) Dhanbad, Dhanbad, 826004, Jharkhand, India.
Department of Chemistry & Chemical Biology, Indian Institute of Technology (ISM) Dhanbad, Dhanbad, 826004, Jharkhand, India.
Carbohydr Res. 2023 Dec;534:108977. doi: 10.1016/j.carres.2023.108977. Epub 2023 Oct 31.
Herein, we report the total synthesis of the trisaccharide repeating unit of the O-antigen of Actinobacillus actinomycetemcomitans serotype f. The trisaccharide comprising of α-(1-2) and α-(1-3)-linked L-rhamnopyranosides backbone with the latter rhamnose containing a branching N-acetyl-d-galactosaminopyranoside at the C2-O via a β-glycosidic bond was synthesized by two methods. Initially, the protected trisaccharide has been synthesized by step-wise assembly of the monosaccharide building blocks and subsequently the former was synthesized by the one-pot assembly of the latter components. The synthesized trisaccharide contains an aminoethyl linker appended as an O-glycoside at the reducing end, thereby providing scope for further conjugation for different applications.
在此，我们报告了嗜沫放线杆菌 f 血清型 O-抗原三糖重复单元的全合成。该三糖由α-(1-2)和α-(1-3)连接的 L-鼠李吡喃糖苷骨架组成，后者的鼠李糖通过β-糖苷键在 C2-O 处带有分支的 N-乙酰-d-半乳糖胺吡喃糖苷。该三糖通过两种方法合成。最初，通过逐步组装单糖砌块合成了保护的三糖，随后通过一锅法组装了后者的成分。合成的三糖在还原端附加了一个氨基乙基连接子作为 O-糖苷，从而为进一步用于不同应用的缀合提供了可能。
